37750-29-1

Basic information

• Product Name: 2-AMINO-4'-CHLORODIPHENYL SULFIDE
• Synonyms: BENZENAMINE, 2-[(4-CHLOROPHENYL)THIO]-;2-AMINOPHENYL 4-CHLOROPHENYL SULFIDE SOLUTION;2-AMINO-4'-CHLORODIPHENYL SULFIDE;2-(4-CHLOROPHENYLTHIO)ANILINE;TIMTEC-BB SBB003248;2-AMINOPHENYL 4-CHLOROPHENYL SULFIDE SOL ~50% IN TOLUOL;2-amino-4'-chloro;2-(4-chlorophenylthio)aniline solution
• CAS NO: 37750-29-1
• Molecular Formula: C₁₂H₁₀ClNS
• Molecular Weight: 235.73
• Mol File: 37750-29-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 32 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 371.586 °C at 760 mmHg
• Flash Point: 6 °C
• Appearance: /
• Density: 1.317 g/cm³
• Vapor Pressure: 1.02E-05mmHg at 25°C
• Refractive Index: n20/D 1.574
• PKA: 2.87±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-4'-CHLORODIPHENYL SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4'-CHLORODIPHENYL SULFIDE(37750-29-1)
• EPA Substance Registry System: 2-AMINO-4'-CHLORODIPHENYL SULFIDE(37750-29-1)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-20-36/37/38
• Safety Statements: 16-25-26-29-33-36
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 37750-29-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-4'-chlorodiphenyl sulfide is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows for the creation of a variety of medicinal compounds.
Used in Dye Industry:
In the dye industry, 2-Amino-4'-chlorodiphenyl sulfide is utilized as an intermediate, playing a role in the production of various dyes due to its chemical properties that facilitate color creation and stability.
Used in Agrochemical Industry:
2-Amino-4'-chlorodiphenyl sulfide serves as an intermediate in the synthesis of agrochemicals, where it aids in the development of products designed to improve crop protection and yield.
Used in Organic Electronic Devices and Materials:
2-Amino-4'-chlorodiphenyl sulfide has been studied for its potential use in organic electronic devices and materials, highlighting its versatility and the breadth of its applications in different fields. Its properties make it a candidate for contributing to advancements in technology and materials science.

InChI:InChI=1/C12H10ClNS/c13-9-5-7-10(8-6-9)15-12-4-2-1-3-11(12)14/h1-8H,14H2

Upstream product

• 62-53-3 aniline 
• 106-54-7 p-Chlorothiophenol 
• 615-36-1 2-bromoaniline 
• 615-43-0 2-iodophenylamine 
• 637-87-6 1-Chloro-4-iodobenzene 
• 137-07-5 2-amino-benzenethiol 
• 6764-10-9 4-chlorophenyl 2-nitrophenyl sulfide 
• 95-16-9 1,3-Benzothiazole 

Downstream Products

• 108975-28-6 N'-[2-(4-chloro-phenylsulfanyl)-phenyl]-N,N-dimethyl-propanediyldiamine 
• 37930-78-2 2-(4-Chlorphenylthio)-trifluormethansulfonanilid 
• 3159-03-3 2'-Isocyanato-4-chlor-diphenylsulfid 
• 30213-99-1 1-azido-2-(4-chloro-phenylsulfanyl)-benzene 
• 77711-81-0 2-Chloro-N-[2-(4-chloro-phenylsulfanyl)-phenyl]-acetamide 
• 25697-38-5 2-chlorodibenzo-1,4-thiazepin-11(10H)-thione 
• 101096-33-7 3-chloro-propionic acid-[2-(4-chloro-phenylsulfanyl)-anilide] 
• 103649-57-6 2-(4-chloro-phenylsulfanyl)-N-(3-pyrrolidino-propyl)-aniline; dihydrochloride 
• 124136-09-0 9-pyrrolidino-nonanoic acid-[2-(4-chloro-phenylsulfanyl)-anilide] 
• 102554-25-6 3-piperidino-propionic acid-[2-(4-chloro-phenylsulfanyl)-anilide] 

Relevant articles and documents

Transition-Metal-Free Synthesis of N-Arylphenothiazines through an N- And S-Arylation Sequence

An efficient synthetic method of N-arylphenothiazines from o-sulfanylanilines under transition-metal-free conditions is disclosed. An N- and S-arylation sequence of o-sulfanylanilines enabled us to synthesize a wide variety of N-arylphenothiazines. In par

Metal-Free Iodine-Catalyzed Direct Arylthiation of Substituted Anilines with Thiols

Iodine-catalyzed direct arylthiation of substituted anilines for the synthesis of various diaryl sulfides has been developed under metal- and solvent-free conditions. The present method uses readily available thiols as the arylthiation reagents, and envir

Efficient C-S cross-coupling of thiols with aryl iodides catalyzed by Cu(OAc)2·H2O and 2,2′-biimidazole

The classical Ullmann C-S cross coupling reaction of aryl iodides with aromatic/alkyl thiols under catalysis of 15 mol% Cu(OAc)2· H2O and 15 mol% 2,2′-biimidazole works at 80°C in DMSO for 3 h to provide a variety of aryl sulfides in good to excellent yields. The classical Ullmann C-S cross coupling reaction of aryl iodides with aromatic/alkyl thiols under catalysis of 15 mol% Cu(OAc)2· H2O and 15 mol% 2,2′-biimidazole works at 80°C in DMSO for 3 h to provide a variety of aryl sulfides in good to excellent yields. Copyright

Iron-catalyzed S-arylation of benzothiazole with aryl iodides under aqueous medium: Facile synthesis of aryl(2-aminoaryl) sulfides

A simple route for facile access of aryl(2-aminoaryl) sulfide was reported. With the aid of iron(III) chloride catalyst and diamine ligand, benzothiazole was efficiently S-arylated with various aryl iodides (19 examples) in water under air atmosphere. This operationally simple protocol provides aryl(2-aminoaryl) sulfides in moderate to good yields.

Iron-Catalyzed S-Arylation of Benzothiazole with Aryl Iodides under Aqueous Medium: Facile Synthesis of Aryl(2-aminoaryl) Sulfides

A simple route for facile access of aryl(2-aminoaryl) sulfide was reported. With the aid of iron(III) chloride catalyst and diamine ligand, benzothiazole was efficiently S-arylated with various aryl iodides (19 examples) in water under air atmosphere. This operationally simple protocol provides aryl(2-aminoaryl) sulfides in moderate to good yields.

Unexpectedly ligand-free copper-catalyzed C-S cross-coupling of benzothiazole with aryl iodides in aqueous solution

A novel synthetic protocol for 2-aminophenyl sulfide derivatives via the reactions of benzothiazole with aryl iodides was reported for the first time. The reactions were catalyzed by CuCl with tetrabutylammonium hydroxide as the base and water as the solvent without ligand at 50°C or room temperature. A variety of aryl iodides underwent the C-S cross-coupling reaction with benzothiazole to afford smoothly the corresponding products in excellent yield.

Recyclable heterogeneous supported copper-catalyzed coupling of thiols with aryl halides: base-controlled differential arylthiolation of bromoiodobenzenes

Alumina-supported copper sulfate efficiently catalyzes the 5-arylation of aromatic, heteroaromatic and aliphatic thiols with aryl as well as heteroaryl halides under aerobic, ligand-free conditions. This protocol provides an easy access to a variety of thioethers as well as unsymmetrical bis-thioethers by base-controlled differential coupling of thiols with iodo- and bromo-substituents in an aromatic halide. The catalyst is inexpensive, non-air sensitive, environmentally friendly and recyclable.

Microwave-assisted simple and efficient ligand free copper nanoparticle catalyzed aryl-sulfur bond formation

A new protocol for the coupling of aryl iodides with thiophenols and alkanethiols catalyzed by copper nanoparticles under ligand-free condition has been developed. A variety of functionalized aryl sulfides are prepared in excellent yields under microwave irradiation for 5-7 min. A plausible radical mechanism has been suggested.

Simple and efficient recyclable catalytic system for performing copper-catalysed S-arylation reactions in the presence of water

A novel protocol for the copper-catalysed S-arylation of thiophenol derivatives with aryl halides leading to diaryl sulfides is reported. The reactions were catalysed by a combination of a copper salt and a 1,2-diamine derivative (acting both as the ligand and as the base) using exclusively water as the solvent. The recovery and successful reutilisation of the aqueous medium containing the active catalyst is described. Furthermore, one example of a "one-pot" process involving Br/I exchange of an aryl bromide and further S-arylation is presented.

Sulfonamide derivatives and drugs containing the same as the active ingredient

The present invention discloses a sulfonamide derivative represented by the following formula (1): [wherein A represents a nitrogen atom, —CH═, etc.; Z represents an oxygen atom, etc.; Ar1represents an aryl group, etc.; Ar2represents an alkyl group, etc.; Rarepresents a hydrogen atom, etc.; Rbrepresents a hydrogen atom, etc.; and Rcrepresents an alkyl group, etc.], or a salt thereof; and drugs containing the derivative or a salt thereof as an active ingredient. This compound exhibits radical scavenging action, gastric mucous secretion augmenting action, and anti-HP action, and thus is effective as a peptic ulcer therapeutic agent.