88-44-8

Basic information

• Product Name: 4-Aminotoluene-3-sulfonic acid
• Synonyms: PTMS;PTMSA;P-TOLUIDINE-2-SULFONIC ACID;P-TOLUIDINE-M-SULFONIC ACID;6-AMINO-M-TOLUENESULFONIC ACID;4-AMINOTOLUENE-3-SULFONIC ACID;4B ACID;4-METHYLANILINE-2-SULFONIC ACID
• CAS NO: 88-44-8
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.22
• EINECS: 201-831-3
• Product Categories: Intermediates of Dyes and Pigments;Intermediates;Organics
• Mol File: 88-44-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 300 °C
• Boiling Point: 500°C (rough estimate)
• Appearance: beige crystalline powder
• Density: 1.431
• Refractive Index: 1.6100 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: water: soluble6g/L at 20°C
• PKA: -1.35±0.42(Predicted)
• Water Solubility: 32g/L(19 oC)
• BRN: 2211509
• CAS DataBase Reference: 4-Aminotoluene-3-sulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminotoluene-3-sulfonic acid(88-44-8)
• EPA Substance Registry System: 4-Aminotoluene-3-sulfonic acid(88-44-8)

Safety Data

• Hazard Codes: T,C,Xi
• Statements: 45-34-36
• Safety Statements: 53-26-27-28-36/37/39-45-28A
• RIDADR: UN 2585 8/PG 3
• WGK Germany: 2
• RTECS: XT6320000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 88-44-8(Hazardous Substances Data)

Usage

Description

4-Aminotoluene-3-sulfonic acid is a beige crystalline powder that acts as a Schiff base ligand, capable of forming binary and ternary complexes with Co(II), Ni(II), Cu(II), and Zn(II) ions.

Uses

Used in Chemical Research:
4-Aminotoluene-3-sulfonic acid is used as a research compound for investigating the enrichment of aminobenzoic acids and aminotoluenesulfonic acids using graphitized carbon black (GCB) by solid-phase extraction.
Used in Organic Synthesis:
4-Aminotoluene-3-sulfonic acid is used as a synthetic building block for the synthesis of azobenzene derivatives, which have potential applications in various fields such as dyes, pigments, and photochemistry.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C7H9NO3S/c1-5-2-3-6(8)7(4-5)12(9,10)11/h2-4H,8H2,1H3,(H,9,10,11)/p-1

Synthetic route

6-methylbenzothiazole (2942-15-6) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 4h;	96%

p-toluidine (106-49-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With sulfuric acid for 0.0416667h; microwave irradiation;	84%
With sulfuric acid at 170 - 180℃; for 3h;	70%
With sulfuric acid at 210 - 230℃;

4-toluidinium hydrogen sulfate (540-25-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
for 0.00833333h; microwave irradiation;	78%

1-methyl-4-nitrobenzene (99-99-0) → 4-methylphenylsulfamic acid (19063-15-1) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With sodium disulfite

4-amino-toluene-2-sulfonic acid (118-88-7) → 4-amino-toluene-3,5-disulfonic acid (68734-90-7) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With sulfuric acid at 180 - 200℃;

4-methyl-N-(4-methylphenyl)benzenesulfonamide (599-86-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With sulfuric acid

N-(4-methylphenyl)hydroxylamine (623-10-9) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With ethanol; sulfur dioxide

N,N-di-p-tolyl urea → 4-amino-toluene-2-sulfonic acid (118-88-7) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With sulfuric acid at 150 - 160℃;

4-(4-dimethylamino-phenylazo)-toluene-3-sulfonic acid → 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + 4-amino-N,N-dimethylaniline (99-98-9)

Conditions	Yield
durch Reduktion;

4-ureido-toluene-3-sulfonic acid (861519-01-9) + acetic anhydride (108-24-7) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

4-ureido-toluene-3-sulfonic acid (861519-01-9) + acetyl chloride (75-36-5) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 110℃; im Rohr;

4-ureido-toluene-3-sulfonic acid (861519-01-9) + aniline (62-53-3) → N,N-diphenylurea (603-54-3) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 160℃;

4-Methylacetanilide (103-89-9) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
With sulfuric acid at 140 - 170℃;

sodium p-methylphenylsulphamate (64808-23-7) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + p-toluidine (106-49-0)

Conditions	Yield
In methanol for 0.0166667h; Product distribution; Irradiation; var. solvents; var. radical scavangers;	A 41.2 % Chromat. B 54.1 % Chromat.

reactive red 45 (70210-46-7) + isopropyl alcohol (67-63-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + 3-Amino-5-[4-chloro-6-(methyl-phenyl-amino)-[1,3,5]triazin-2-ylamino]-4-hydroxy-naphthalene-2,7-disulfonic acid + acetone (67-64-1)

Conditions	Yield
In water Irradiation;

bis(4-toluidinium)sulfate (540-25-0, 24683-13-4, 68734-86-1) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 250℃; under 60 Torr; for 0.333333h;
at 250℃; under 60 Torr; for 0.333333h; Product distribution; Thermodynamic data; thermal decomposition; ΔH; activation energy; intermediates and reaction mechanism; cross sulfonation with α-naphthylamine;

6-methyl-1,1-dioxo-1,2-benzothiazol-3-one (4554-06-7) + alkaline potassium hypochlorite → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 80℃;

sulfuric acid (7664-93-9) + p-toluidine (106-49-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 210 - 230℃;
In thiophene

sulfuric acid (7664-93-9) + p-toluidine (106-49-0) → 4-amino-toluene-2-sulfonic acid (118-88-7) + 4-amino-toluene-3,5-disulfonic acid (68734-90-7) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 180℃; bis der Geruch nach schwefliger Saeure bemerkbar;

1-methyl-4-nitrosobenzene (623-11-0) + aqueous NaHSO3-solution → 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + p-toluidine (106-49-0)

1-methyl-4-nitrosobenzene (623-11-0) + Na2SO3-solution → 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + p-toluidine (106-49-0)

sulfuric acid (7664-93-9) + 4-methyl-N-(4-methylphenyl)benzenesulfonamide (599-86-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

4-amino-toluene-3,5-disulfonic acid (68734-90-7) → sulfuric acid (7664-93-9) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 200℃;

4-amino-toluene-3,5-disulfonic acid (68734-90-7) + water (7732-18-5) → sulfuric acid (7664-93-9) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Conditions	Yield
at 140℃;

1-methyl-4-nitrobenzene (99-99-0) + disulfite solution → 4-methylphenylsulfamic acid (19063-15-1) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

p-toluidine (106-49-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + 4-amino-toluene-sulfonic acid-(2); 4-amino-toluene-disulfonic acid-(3.5)

Conditions	Yield
With sulfuric acid at 180℃;

methanol (67-56-1) + 4,4'-(4,8-dihydroxy-9,10-dioxo-9,10-dihydro-anthracene-1,5-diyl-di-amino)-bis-toluene-3-sulfonic acid (10449-13-5) + tin → 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + anthracenehexol-(1.4.5.8.9.10)

Conditions	Yield
Einleiten von Chlorwasserstoff;

ethanol (64-17-5) + N-(4-methylphenyl)hydroxylamine (623-10-9) + sulphurous acid (7782-99-2) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

hydrogenchloride (7647-01-0) + 4-(4-amino-3-bromo-9,10-dioxo-9,10-dihydro-[1]anthrylamino)-toluene-3-sulfonic acid (4988-32-3) + tin dichloride → 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione (17648-03-2) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

2-Amino-5-methylbenzenesulfonic acid (88-44-8) + 25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8) → 5,11,17,23-tetrakis[(p-methyl-o-sulfophenyl)azo]-25,26,27,28-tetrahydroxycalix[4]arene

Conditions	Yield
Stage #1: 2-Amino-5-methylbenzenesulfonic acid With hydrogenchloride; sodium nitrite for 0.0333333h; Stage #2: 25,26,27,28-tetrakis(hydroxy)calix[4]arene With sodium carbonate In water for 0.0333333h; microwave irradiation; Further stages.;	92%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) + 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) + naphthalene-1,8-diamine (479-27-6) → 5-methyl-2-(1,3,6-trioxo-3,6-dihydrobenzo-[lmn]-perimidino[2,1-b][3,8]phenanthroline-2(1H)-yl)-benzenesulfonic acid

Conditions	Yield
With 1H-imidazole at 170℃; for 3h;	83%

pyridine-2-carbaldehyde (1121-60-4) + copper(II) choride dihydrate + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) → C13H13ClCuN2O4S

Conditions	Yield
Stage #1: pyridine-2-carbaldehyde; 2-Amino-5-methylbenzenesulfonic acid In methanol; water at 60℃; for 1h; Stage #2: copper(II) choride dihydrate In methanol; water at 20℃; for 1h;	82%

pyridine-2-carbaldehyde (1121-60-4) + copper(II) choride dihydrate + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + water (7732-18-5) → C13H13ClCuN2O4S

Conditions	Yield
Stage #1: pyridine-2-carbaldehyde; 2-Amino-5-methylbenzenesulfonic acid; water at 60℃; for 1h; Stage #2: copper(II) choride dihydrate at 20℃; for 1h;	82%

formaldehyd (50-00-0) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 2-Dimethylamino-5-methyl-benzenesulfonic acid (203864-48-6)

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol; water under 2068.6 Torr;	78%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) + 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) + 1,2-diamino-benzene (95-54-5) → 5-methyl-2-(1,3,6-trioxo-3,6-dihydrobenzimidazo[2,1-b]benzo[imn][3,8]-phenanthrolin-2-yl)benzenesulfonic acid

Conditions	Yield
With 1H-imidazole at 170℃; for 4h;	76%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) + copper diacetate (142-71-2) + 2-hydroxy-3-carboxy-1-naphtaldehyde (38399-46-1) → 2CO2C10H5(O)CHNHC6H3(SO3)CH3(2-)*2Cu(2+)*4H2O=(CO2C10H5(O)CHNHC6H3(SO3)CH3Cu(H2O)2)2

Conditions	Yield
With water In ethanol; water 2-hydroxy-3-carboxy-1-naphtaldehyde (0.001 mol) in warm EtOH was added to a soln. of 4-methyl-2-sulphonic acid aniline (0.001 mol) in hot water; the resulting orange soln. was cooled and filtered, the aq. soln. of Cu-compd. (0.001 mol) was added ;; the ppt. was filtered off, washed with water and dried over silica gel under vacuum; elem anal.;;	75%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) + (E)-3-ethoxyacrylaldehyde (764-63-6) → sodium 2-(3-oxo-1-propenylamino)-5-methylbenzenesulfonate (76889-71-9) + C17H16N2O6S2(2-)*2Na(1+)

Conditions	Yield
With sodium hydrogencarbonate In water Ambient temperature;	A 72.5% B n/a

2-Hydroxy-5-methylisophthalaldehyde (7310-95-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + zinc diacetate (557-34-6) → (N,N-(2-hydroxy-5-methyl-1,3-dibenzylidine)-bis-(4-methyl-2-sulphonate aniline))zinc*4.5hydrate

Conditions	Yield
With water In ethanol; water metal salt and 4-methyl 2-sulphonic acid aniline soln. in H2O filtered,stirred, soln. of 2-hydroxy 5-methyl isophthalaldehyde in EtOH added dropwise at room temp., stirred for 2 h; solid filtered off, washed with water, dried (vac.); elem. anal.;	71%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 2-amino-5-methylbenzenesulfonyl chloride

Conditions	Yield
With chlorosulfonic acid at 0 - 80℃; for 3h;	70%
With chlorosulphuric acid; sulfuric acid
With chlorosulphuric acid; sulfuric acid

2-Hydroxy-5-methylisophthalaldehyde (7310-95-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + copper diacetate (142-71-2) → (N,N-(2-hydroxy-5-methyl-1,3-dibenzylidine)-bis-(4-methyl-2-sulphonate aniline))copper*tetrahydrate

Conditions	Yield
With water In ethanol; water 4-methyl 2-sulphonic acid aniline in boiling water soln. mixed with 2-hydroxy 5-methyl isophthalaldehyde in hot EtOH soln., filtered hot, cooled to room temp., heated, soln. of Cu salt in H2O dropwise added with stirring; solid filtered, washed with H2O, dried (vac.); elem. anal.;	68%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) → Sodium 2-iodo-5-methylbenzenesulfonate

Conditions	Yield
Stage #1: 2-Amino-5-methylbenzenesulfonic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: With sodium iodide In water at 0 - 50℃;	67%
With hydrogenchloride; urea; sodium iodide; sodium nitrite 1.) H2O, 0-5 deg C, 30 min, 2.) H2O, 0-5 deg C, 2 h; r.t., 1 h; 50 deg C, 13 h; Yield given. Multistep reaction;
Stage #1: 2-Amino-5-methylbenzenesulfonic acid With hydrogenchloride; sodium nitrite Stage #2: With potassium iodide Further stages.;

2-Hydroxy-5-methylisophthalaldehyde (7310-95-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + magnesium acetate (142-72-3, 92123-19-8) → (N,N-(2-hydroxy-5-methyl-1,3-dibenzylidine)-bis-(4-methyl-2-sulphonate aniline))magnesium*4.5H2O

Conditions	Yield
In water metal salt and 4-methyl 2-sulphonic acid aniline hot soln. filtered, stirred at 60°C, hot soln. of 2-hydroxy 5-methyl isophthalaldehyde dropwise added; cooled, filtered, standed overnight at 5°C, crystals filtered off, washed with water, then with acetone, dried (vac.); elem. anal.;	62%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 2-Iodo-5-methylbenzenesulfonic acid (139778-27-1)

Conditions	Yield
Stage #1: 2-Amino-5-methylbenzenesulfonic acid With sodium carbonate In water Stage #2: With sodium nitrite In water at 0℃; for 0.75h; Further stages;	56%
Multi-step reaction with 2 steps 1: 1.) NaNO2, conc. HCl, 2.) NaI, urea / 1.) H2O, 0-5 deg C, 30 min, 2.) H2O, 0-5 deg C, 2 h; r.t., 1 h; 50 deg C, 13 h 2: 65 percent / aq. HCl / r.t., 3 h; 50 deg C, 2 h; r.t., overnight View Scheme
Stage #1: 2-Amino-5-methylbenzenesulfonic acid With sodium carbonate; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With hydrogenchloride In water for 0.5h; Cooling with ice; Stage #3: With potassium iodide In water at 0 - 80℃;

2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 4-Methyl-7-thia-8-aza-bicyclo[4.2.0]octa-1(6),2,4-triene 7,7-dioxide

Conditions	Yield
With phosphorus pentachloride In trichlorophosphate	55%

2-Hydroxy-5-methylisophthalaldehyde (7310-95-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + manganese(II) acetate (638-38-0, 993-02-2, 2180-18-9, 15411-95-7, 22981-23-3, 27004-39-3) → (N,N-(2-hydroxy-5-methyl-1,3-dibenzylidine)-bis-(4-methyl-2-sulphonate aniline))manganese*1.5hydrate*di-acetic acid

Conditions	Yield
In water metal salt and 4-methyl 2-sulphonic acid aniline hot soln. filtered, stirred at 60°C, hot soln. of 2-hydroxy 5-methyl isophthalaldehyde dropwise added; cooled, filtered, standed overnight at 5°C, crystals filtered off, washed with water, then with acetone, dried (vac.); elem. anal.;	53%

2-Hydroxy-5-methylisophthalaldehyde (7310-95-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + nickel diacetate (373-02-4, 14998-37-9, 33025-09-1, 94044-50-5, 98268-31-6) → (N,N-(2-hydroxy-5-methyl-1,3-dibenzylidine)-bis-(4-methyl-2-sulphonate aniline))nickel*4.5hydrate

Conditions	Yield
With water In ethanol; water metal salt and 4-methyl 2-sulphonic acid aniline soln. in H2O filtered,stirred, soln. of 2-hydroxy 5-methyl isophthalaldehyde in EtOH added dropwise at room temp., stirred for 2 h; solid filtered off, washed with water, dried (vac.), recrystd. (water);elem. anal.;	50%

2-Hydroxy-5-methylisophthalaldehyde (7310-95-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + cobalt(II) acetate (71-48-7, 917-69-1, 5931-89-5, 55881-15-7, 68931-68-0, 68931-69-1, 93029-27-7) → (N,N-(2-hydroxy-5-methyl-1,3-dibenzylidine)-bis-(4-methyl-2-sulphonate aniline))cobalt*4.5hydrate

Conditions	Yield
With water In ethanol; water metal salt and 4-methyl 2-sulphonic acid aniline soln. in water filtered, stirred, soln. of 2-hydroxy 5-methyl isophthalaldehyde in EtOH added dropwise at room temp., stirred for 2 h; solid filtered off, washed with water, dried (vac.); elem. anal.;	50%

pyridine-2-carbaldehyde (1121-60-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + water (7732-18-5) + copper(II) bis(trifluoromethanesulfonate) (34946-82-2) → C26H22Cu2N4O6S2(2+)*2CF3O3S(1-)

Conditions	Yield
Stage #1: pyridine-2-carbaldehyde; 2-Amino-5-methylbenzenesulfonic acid; water In methanol at 60℃; for 1h; Stage #2: copper(II) bis(trifluoromethanesulfonate) In methanol for 1h;	40%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 4,4'-azotoluene-3,3'-disulfonic acid

Conditions	Yield
With sodium perborate hexahydrate; boric acid; acetic acid at 60℃; for 6h;	35%

2-Hydroxy-5-methylisophthalaldehyde (7310-95-4) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) + iron(II) sulfate → (N,N-(2-hydroxy-5-methyl-1,3-dibenzylidine)-bis-(4-methyl-2-sulphonate aniline))iron*1.5hydrate*di-acetic acid

Conditions	Yield
With water; sodium acetate In water (N2); metal salts and 4-methyl 2-sulphonic acid aniline hot soln. filtered, stirred at 60°C, hot soln. of 2-hydroxy 5-methyl isophthalaldehyde dropwise added; cooled, filtered, standed overnight at 5°C, crystals filtered off, washed with water, then with acetone, dried (vac.); elem. anal.;	30%

2-Amino-5-methylbenzenesulfonic acid (88-44-8) + (bromomethyl)pentafluorobenzene (1765-40-8) → potassium 2-(2,3,4,5,6-pentafluorobenzylamino)-5-methylphenyl sulfonate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	24%

potassium cyanate (590-28-3) + 2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 4-ureido-toluene-3-sulfonic acid (861519-01-9)

Conditions	Yield
With hydrogenchloride

2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 2,6-dinitro-p-cresol (609-93-8)

Conditions	Yield
Diazotization.Erhitzen der Diazoniumverbindung mit verd. Salpetersaeure;
With nitrogen oxides; water

2-Amino-5-methylbenzenesulfonic acid (88-44-8) → 2,6-Dibromo-4-methylaniline (6968-24-7)

Conditions	Yield
With water; bromine

Upstream product

• 861519-01-9 4-ureido-toluene-3-sulfonic acid 
• 75-36-5 acetyl chloride 
• 7664-93-9 sulfuric acid 
• 106-49-0 p-toluidine 
• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 68734-90-7 4-amino-toluene-3,5-disulfonic acid 
• 7732-18-5 water 
• 99-99-0 1-methyl-4-nitrobenzene 
• 64-17-5 ethanol 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 7782-99-2 sulphurous acid 
• 7647-01-0 hydrogenchloride 
• 4988-32-3 4-(4-amino-3-bromo-9,10-dioxo-9,10-dihydro-[1]anthrylamino)-toluene-3-sulfonic acid 
• 7664-41-7 ammonia 

Downstream Products

• 203864-48-6 2-Dimethylamino-5-methyl-benzenesulfonic acid 
• 139778-27-1 2-Iodo-5-methylbenzenesulfonic acid 
• 152716-92-2 1H-1-(1'-phenylethynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide 
• 89694-28-0 4-amino-3-sulfamoylbenzoic acid 
• 855941-97-8 4-acetylamino-toluene-3-sulfonic acid amide 
• 225227-25-8 4-Methyl-2-sulfo-benzenediazonium 
• 116436-09-0 4-acetylamino-toluene-3-sulfonyl chloride 
• 609-93-8 2,6-dinitro-p-cresol 
• 144-62-7 oxalic acid 
• 24061-09-4 5-methyl-2-diazobenzenesulphonic acid 
• 74753-19-8 toluene-3,4-disulfonic acid 
• 96945-60-7 4-methyl-6-sulfobenzoic acid 
• 68734-90-7 4-amino-toluene-3,5-disulfonic acid 
• 733687-87-1 2-nitro-toluene-3-sulfonic acid 

Relevant articles and documents

Development of an efficient ruthenium catalyzed synthetic process and mechanism for the facile conversion of benzothiazoles to orthanilic acids

Ruthenium-Schiff base complex catalyzed efficient protocol has been developed for the synthesis of orthanilic acids from benzothiazoles in good to excellent yields using N-haloamines. Hexa-coordinated ruthenium complex with Schiff base and triphenylphosphine ligands has been prepared and its catalytic function was invented for the synthesis of orthanilic acids. The synthetic process utilizes our efficient method for the selective and preferential oxidation of thiazole ring of benzothiazoles using N-haloamines without effecting phenyl ring. The detailed catalytic, mechanistic and kinetic investigations have been made for the synthetic reactions. Solvent isotope studies have been made in H2O-D2O and the reactions were carried out at different temperatures. Under the identical set of conditions, the kinetics of catalyzed reactions has been compared with uncatalyzed reactions and found that the catalyzed reactions are 9-11 folds faster. The catalytic constants (KC) have been calculated for each N-haloamine at different temperatures and the values of activation parameters with respect to the catalyst have been evaluated. Spectroscopic evidence for the formation of 1:1 complex between N-haloamine and ruthenium has been obtained. The observed results have been explained by a plausible mechanism and the related rate law has been deduced.

A study on the sulfonation of aromatic amines with sulfuric acid under microwave irradiation

The sulfonation of aromatic amines with high yields, simple operations and short reaction time has been studied under microwave irradiation in solvent-free conditions.

Sulfonation of arylamines: Part III - Solid state synthesis of 2-amino-5-methylbenzenesulfonic acid

p-Ditoluidinium sulfate (p-DTS) has been obtained from p-toluidine on treatment with conc. H2SO4 and characterized by molecular weight determination, elemental, gravimetric and spectral analyses. p-DTS yields 2-amino-5-methylbenzenesulfonic acid via solid state reaction induced by heat. A suitable reaction mechanism has been proposed.