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

• 614-69-7 2-tolyl isothiocyanate 
• 45943-14-4 benzoyl isothiocyanate 
• 95-53-4 o-toluidine 
• 53662-44-5 o-tolyl-dithiocarbamic acid ; compound with triethylamine 
• 17425-17-1 N-(2-methylphenyl)-methyl dithiocarbamic acid 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 333-20-0 potassium thioacyanate 
• 636-21-5 o-toluidine hydrochloride 
• 1147550-11-5 ammonium thiocyanate 
• 95-49-8 2-methylchlorobenzene 
• 4949-88-6 N-benzoyl-N'-(2-methylphenyl)thiourea 
• 7732-18-5 water 
• 45892-06-6 N-(o-tolyl)dithiocarbamic acid 
• 14185-59-2 N-propionyl-N'-o-tolyl-thiourea 

Downstream Products

• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 21344-75-2 4-phenyl-N-(2-methylphenyl)thiazol-2-amine 
• 1477-42-5 4-methyl-1,3-benzothiazol-2-amine 
• 38338-21-5 6-chloro-4-methylbenzo[d]thiazol-2-amine 
• 681126-45-4 6-bromo-4-methyl-1,3-benzothiazol-2-amine 
• 10532-63-5 N-(o-tolyl)cyanamide 
• 14185-60-5 N-acetyl-N'-o-tolyl-thiourea 
• 63082-66-6 (5-imino-4-o-tolyl-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-otolyl-amine 
• 80306-60-1 N-(2-methylphenyl)-S-methylisothiourea 
• 37394-99-3 2-(2-methyl-anilino)-thiazol-4-one 
• 37394-95-9 o-tolylcarbamimidoylmercapto-acetic acid 
• 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 

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.

CuBr2 mediated synthesis of 2-Aminothiazoles from dithiocarbamic acid salts and ketones

In a one-pot procedure, CuBr2 has been used as a efficient desulfurizing agent in the synthesis of 2-aminothiazoles by the condensation of in situ-generated 1-substituted thioureas from their dithiocarbamic acid salts, with in situ-generated α-bromoketones from ketones. All reactions were carried out under optimized reaction conditions and gave the target products in 61–95% yield.