4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid

Base Information

• Chemical Name: 4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid
• CAS No.: 14556-98-0
• Molecular Formula: C7H6ClNO5S
• Molecular Weight: 251.647
• Hs Code.: 2935009090
• European Community (EC) Number: 238-602-2
• UNII: ACK6WLQ73T
• DSSTox Substance ID: DTXSID90163097
• Nikkaji Number: J241.309D
• Wikidata: Q72452036
• Mol file: 14556-98-0.mol

Synonyms:4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid;14556-98-0;4-Chloro-5-sulphamoylsalicylic acid;4-Chloro-5-sulfamoylsalicylic acid;4-Chloro Salicylic Acid-5-Sulfonamide;Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-hydroxy-;ACK6WLQ73T;EINECS 238-602-2;5-(Aminosulfonyl)-4-chloro-2-hydroxybenzoic acid;UNII-ACK6WLQ73T;Oprea1_515011;SCHEMBL11232241;DTXSID90163097;MFCD00988990;4-Chloro-5-Sulfamoyl Salicylic Acid;AKOS000133928;AC-4781;SB81335;AS-17316;4-Chloro-2-hydroxy-5-sulfamoylbenzoicacid;4-Chloro-2-hydroxy-5-sulphamoylbenzoic acid;FT-0637104;D95644;EN300-2008589;4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid, 96%;A808388;W-108137;5-(AMINOSULPHONYL)-4-CHLORO-2-HYDROXYBENZOIC ACID;BENZOIC ACID, 5-(AMINOSULPHONYL)-4-CHLORO-2-HYDROXY-;4-chloro-2-hydroxy-5-(sulfamoylamino)benzoic acid

Chemical Property of 4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 5.42E-12mmHg at 25°C
• Melting Point: 251-256 °C (dec.)(lit.)
• Refractive Index: 1.654
• Boiling Point: 528.4 °C at 760 mmHg
• PKA: 2.01±0.10(Predicted)
• Flash Point: 273.3 °C
• PSA: 126.07000
• Density: 1.78 g/cm³
• LogP: 2.17230
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 250.9655212
• Heavy Atom Count: 15
• Complexity: 351

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-5-sulfamoyl-salicylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1S(=O)(=O)N)Cl)O)C(=O)O
• Uses: Xipamide intermediate.

Technology Process of 4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid

There total 2 articles about 4-Chloro-2-hydroxy-5-sulfamoylbenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-chloro-2-hydroxy-5-sulfamoylbenzoylhydrazide (126538-30-5) + 1-<(4-chloro-2-hydroxy-5-sulfamoylbenzoyl)amino>-2,4,6-trimethylpyridinium hydroxide inner salt (126538-27-0) → 4-chloro-2-hydroxy-5-sulfamoylbenzoic acid (14556-98-0) + 1-amino-2,4,6-trimethylpyridinium 2-carbonylhydrazide-5-chloro-4-sulfamoylphenolate

Guidance literature:

With potassium hydroxide; In methanol; water; for 24h; Heating;

DOI:10.1002/jhet.5570260527

Reference yield:

→ 4-chloro-2-hydroxy-5-sulfamoylbenzoic acid (14556-98-0)

Guidance literature:

Sulfochlorid (VII), NH3;

Reference yield:

4-chloro-2-hydroxy-5-sulfamoylbenzoic acid (14556-98-0) → C7H4ClO5S(1-)*K(1+)

Guidance literature:

With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; potassium carbonate; benzaldehyde; In ethanol; at 78 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jacs.8b11800

upstream raw materials:

4-chloro-2-hydroxy-5-sulfamoylbenzoylhydrazide

1-<(4-chloro-2-hydroxy-5-sulfamoylbenzoyl)amino>-2,4,6-trimethylpyridinium hydroxide inner salt

Downstream raw materials:

4-Phenylthio-5-sulfamylsalicylsaeure

Refernces

• 1、 Liebenow,Leuschner. "Structure activity relationship for derivatives of xipamide (4 chloro 5 sulfamoyl 2',6' salicyloxylidide)". . p. 240 - 244. Retrieved 2007/10/09.