7392-67-8

Basic information

• Product Name: 1-(4-CHLOROPHENYL)-3-PHENYL-2-THIOUREA
• Synonyms: 1-(4-CHLOROPHENYL)-3-PHENYL-2-THIOUREA
• CAS NO: 7392-67-8
• Molecular Formula: C₁₃H₁₁ClN₂S
• Molecular Weight: 262.76
• Mol File: 7392-67-8.mol
• Article Data: 21

Chemical Properties

• Melting Point: 152°C
• Boiling Point: 375.7°C at 760 mmHg
• Flash Point: 181°C
• Appearance: /
• Density: 1.385g/cm³
• Vapor Pressure: 7.66E-06mmHg at 25°C
• Refractive Index: 1.749
• PKA: 12.14±0.70(Predicted)
• CAS DataBase Reference: 1-(4-CHLOROPHENYL)-3-PHENYL-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLOROPHENYL)-3-PHENYL-2-THIOUREA(7392-67-8)
• EPA Substance Registry System: 1-(4-CHLOROPHENYL)-3-PHENYL-2-THIOUREA(7392-67-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 7392-67-8(Hazardous Substances Data)

Usage

General Description

1-(4-Chlorophenyl)-3-phenyl-2-thiourea is a chemical compound with the molecular formula C13H10ClN2S. It is a thiourea derivative that is commonly used in the field of organic chemistry for various reactions and synthesis processes. The compound is a white to off-white crystalline solid that is insoluble in water but soluble in organic solvents. It is used as a reagent in the synthesis of pharmaceuticals, pesticides, and other organic compounds. The compound is also known for its potential biological activities and has been studied for its anti-tumor and anti-inflammatory properties. Additionally, it is used in the preparation of various heterocyclic compounds and as a catalyst in organic reactions.

InChI:InChI=1/C13H11ClN2S/c14-10-6-8-12(9-7-10)16-13(17)15-11-4-2-1-3-5-11/h1-9H,(H2,15,16,17)

Upstream product

• 106-47-8 4-chloro-aniline 
• 103-72-0 phenyl isothiocyanate 
• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 62-53-3 aniline 
• 100-00-5 4-chlorobenzonitrile 
• 103-70-8 Formanilid 
• 92147-65-4 tert-butyl phenylcarbamodithioate 
• 1197040-29-1 phenyl isocyanate 
• 2541-62-0 ((4-chlorophenyl)amino)phenoxymethane-1-thione 
• 75-15-0 carbon disulfide 
• 20265-96-7 p-chloroaniline hydrochloride 
• 69909-96-2 1-{[(Z)-4-Chloro-phenylimino]-phenyl-methyl}-3-phenyl-thiourea 

Downstream Products

• 55695-39-1 (3-amino-4-phenyl-4H-[1,2,4]thiadiazol-5-ylidene)-(4-chloro-phenyl)-amine 
• 28250-80-8 2-(4-chloro-phenylimino)-5-methyl-3-phenyl-thiazolidin-4-one 
• 67297-93-2 N-(4-chloro-phenyl)-N',N''-diphenyl-guanidine 
• 1017535-56-6 1-acetyl-1-(p-chlorophenyl)-3-phenylurea 
• 1158081-24-3 C₁₄H₁₁ClN₄O 
• 1158081-11-8 C₁₄H₁₁ClN₄O 
• 36969-53-6 3-(4-chloro-phenyl)-2-phenylimino-thiazolidin-4-one 
• 67637-57-4 2-[(Z)-4-Chloro-phenylimino]-3-phenyl-thiazolidin-4-one 

Relevant articles and documents

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

A facile method for the preparation of carbodiimides from thioureas and (Boc)2O

A concise method for the preparation of carbodiimides from thioureas using di-tert-butyl dicarbonate [(Boc)2O] as the dehydrosulfurizative reagent has been developed. Using DMAP as the catalyst, a variety of symmetric and asymmetric 1,3-diaryl thioureas were converted into the corresponding carbodiimides efficiently in a short time.

Nickle Catalysis Enables Access to Thiazolidines from Thioureas via Oxidative Double Isocyanide Insertion Reactions

An efficient synthesis of thiazolidine-2,4,5-triimine derivatives was developed via Ni-catalyzed oxidative double isocyanide insertion to thioureas under air conditions, in which thioureas play three roles as a substrate, a ligand, and overcoming isocyanide polymerization. The reaction is featured by employing a low-cost and low loading Ni(acac)2 catalyst, without any additives, and high atom economy. This is the first example to directly apply a Ni(II) catalyst in oxidative double isocyanide insertion reactions.