614-78-8

Basic information

• Product Name: N-(2-Methylphenyl)thiourea
• Synonyms: (2-methylphenyl)-thioure;1-(2-methylphenyl)thiourea;1-o-Tolyl-2-thiourea;2-thio-1-o-tolyl-ure;2-tolylthiourea;N-(o-Tolyl)thiourea;ortho-Tolylthiourea;Thiourea, (2-methylphenyl)-
• CAS NO: 614-78-8
• Molecular Formula: C₈H₁₀N₂S
• Molecular Weight: 166.24
• EINECS: 210-395-3
• Product Categories: API intermediates
• Mol File: 614-78-8.mol
• Article Data: 55

Chemical Properties

• Melting Point: 149 °C
• Boiling Point: 275.5 °C at 760 mmHg
• Flash Point: 120.4 °C
• Appearance: Crystalline solid
• Density: 1.1332 (rough estimate)
• Vapor Pressure: 0.00506mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• BRN: 2086802
• CAS DataBase Reference: N-(2-Methylphenyl)thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Methylphenyl)thiourea(614-78-8)
• EPA Substance Registry System: N-(2-Methylphenyl)thiourea(614-78-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39
• RIDADR: 2811
• RTECS: YU2975000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 614-78-8(Hazardous Substances Data)

Usage

General Description

Crystalline solid.

Reactivity Profile

When heated to decomposition, N-(2-Methylphenyl)thiourea emits very toxic fumes of oxides of nitrogen and sulfur. [EPA, 1998]. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid.

Health Hazard

The material is highly toxic if orally ingested.

Fire Hazard

When heated to decomposition, N-(2-Methylphenyl)thiourea emits very toxic fumes of oxides of nitrogen and sulfur.

InChI:InChI=1/C8H10N2S/c1-6-4-2-3-5-7(6)10-8(9)11/h2-5H,1H3,(H3,9,10,11)

Upstream product

• 14327-05-0 1-tert-butyl-3-o-tolylthiourea 
• 636-21-5 o-toluidine hydrochloride 
• 17356-08-0 thiourea 
• 95-53-4 o-toluidine 
• 14185-59-2 N-propionyl-N'-o-tolyl-thiourea 
• 45892-06-6 N-(o-tolyl)dithiocarbamic acid 
• 7732-18-5 water 
• 17425-17-1 N-(2-methylphenyl)-methyl dithiocarbamic acid 
• 1147550-11-5 ammonium thiocyanate 
• 333-20-0 potassium thioacyanate 
• 614-69-7 2-tolyl isothiocyanate 
• 45943-14-4 benzoyl isothiocyanate 
• 53662-44-5 o-tolyl-dithiocarbamic acid ; compound with triethylamine 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 

Downstream Products

• 20943-24-2 5-(2-methyl-anilino)-3H-thiazolo[4,5-d]thiazol-2-one 
• 61108-39-2 (4'-methyl-2'-phenyl-[4,5']bithiazolyl-2-yl)-o-tolyl-amine 
• 61108-53-0 [2'-(4-chloro-phenyl)-4'-methyl-[4,5']bithiazolyl-2-yl]-o-tolyl-amine 
• 25364-28-7 3-[4-methyl-2-(2-methyl-anilino)-thiazol-5-yl]-chromen-2-one 
• 2953-86-8 o-tolyl-(4,6,6-trimethyl-6H-[1,3]thiazin-2-yl)-amine 
• 54469-59-9 (4-benzothiazol-2-yl-thiazol-2-yl)-o-tolyl-amine 
• 57281-19-3 (4-benzothiazol-6-yl-thiazol-2-yl)-o-tolyl-amine 
• 23993-27-3 4-amino-3-o-tolyl-5-carbethoxy-2-imino-4-thiazoline 
• 21465-55-4 2,7-bis-(2-methyl-anilino)-1,6-dithia-3,8-diaza-spiro[4.4]nona-2,7-diene-4,9-dione 
• 21017-98-1 [4-methyl-2-(2-methyl-anilino)-thiazol-5-yl]-acetic acid ethyl ester 
• 2558-88-5 [4-(2-fluoro-5-methyl-phenyl)-thiazol-2-yl]-o-tolyl-amine 
• 92873-50-2 5-(4-chloro-phenyl)-2-(2-methyl-anilino)-thiazol-4-one 
• 63208-32-2 [3-(2-methyl-anilino)-4-o-tolyl-4H-[1,2,4]thiadiazol-5-ylidene]-o-tolyl-amine 
• 97433-82-4 17α-hydroxy-17β-[2-(2-methyl-anilino)-thiazol-4-yl]-androst-4-en-3-one 

Relevant articles and documents

Synthesis of 4-acetyl-2(3H)-benzothiazolone: Sulfur bioisostere of benzoxazolone allelochemicals

A multi-step methodology for the synthesis of 4-acetyl-2(3H)-benzothiazolone was developed in order to prepare a new biomimetic analogue of benzoxazolone allelochemicals. The compound was prepared from commercially available o-toluidine in 23% overall yield. The structure of 4-acethyl-2(3H)-benzothiazolone was confirmed by NMR spectroscopy and X-ray crystallography.

Eco-efficient one-pot tandem synthesis of 1-aryl-1H-tetrazol-5-amine by CAN via in situ generated 1-phenylthiourea and heterocumulene

A simple, cost-effective, environmentally benign, and efficient one-pot tandem approach to the synthesis of pharmaceutically important 1-aryl-1H-tetrazole-5-amines 3a-k and 4a-k has been described. The reaction utilized 1-phenyl thiourea, which was generated in situ from aqueous ammonia and isocyanates 1a-k, for the formation of heterocumenes using sodium azide, triethylamine, and ceric ammonium nitrate (CAN) to obtain various aryl-substituted 1H-tetrazole-5-amines (3a-k) in good to excellent yields.

Scalable synthesis and antibacterial evaluation of 2-(3-(N-(substituted phenyl)sulfamoyl)ureido)benzothiazoles

A new series of 2-(3-(N-(substituted phenyl)sulfamoyl)ureido)benzothiazoles was synthesized via a one-pot efficient and scalable method, involving the condensation of 2-aminobenzothiazoles derivatives, substituted anilines, and chlorosulfonyl isocyanate. The products were obtained in good yield with a simple workup, and their structures were confirmed from their spectral analyses. The synthesized compounds were further screened for their antibacterial activity against Gram-positive and Gram-negative pathogenic strains. The molecules show promising activity in the MIC value range of 2–0.25 μg/ml against selected bacterial strains, especially against nonfermentative carbapenem-resistant bacteria (Pseudo VIM-2 and Acinetobacter baumanni).