2740-94-5

Basic information

• Product Name: 1-BENZYL-3-METHYL-2-THIOUREA
• Synonyms: 1-BENZYL-3-METHYL-2-THIOUREA;3-benzyl-1-methylthiourea;1-Methyl-3-benzylthiourea;N-Benzyl-N'-methylthiourea
• CAS NO: 2740-94-5
• Molecular Formula: C₉H₁₂N₂S
• Molecular Weight: 180.27
• EINECS: 220-369-3
• Mol File: 2740-94-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 74 °C
• Boiling Point: 281.7 °C at 760 mmHg
• Flash Point: 124.2 °C
• Appearance: solid
• Density: 1.117 g/cm³
• Vapor Pressure: 0.00351mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: 1-BENZYL-3-METHYL-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-3-METHYL-2-THIOUREA(2740-94-5)
• EPA Substance Registry System: 1-BENZYL-3-METHYL-2-THIOUREA(2740-94-5)

Safety Data

• Hazardous Substances Data: 2740-94-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 18, p. 779, 1953 DOI: 10.1021/jo50013a002

InChI:InChI=1/C9H12N2S/c1-10-9(12)11-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H2,10,11,12)

Upstream product

• 622-78-6 Benzyl isothiocyanate 
• 74-89-5 methylamine 
• 593-51-1 methylamine hydrochloride 
• 79645-01-5 N₁,N₃-dimethyl-N₁-nitrosothiourea 
• 100-46-9 benzylamine 
• 2438-90-6 N,N'-dimethylthioperoxydicarbamic acid 
• 556-61-6 methyl thioisocyanate 

Downstream Products

• 6957-05-7 N-methyl-N'-benzylurea 
• 86727-02-8 3-Benzyl-1,5,5-trimethyl-2-thioxo-tetrahydro-pyrimidin-4-one 
• 86726-95-6 1-Benzyl-3,5,5-trimethyl-2-thioxo-tetrahydro-pyrimidin-4-one 
• 63398-85-6 2-Benzylimino-4-(4-chloro-3-cyclopentylaminocarbonylsulfamoylphenyl)-3-methyl-1,3-thiazolidine-4-ol-hydrobromide 
• 1449280-36-7 1-benzyl-3,4,5-trimethyl-1H-imidazole-2(3H)-thione 
• 1449280-44-7 2-[[2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-6-(1-benzyl-3,4,5-trimethyl-imidazol-3-ium-2-yl)sulfanyl-5-oxo-hexanoic acid bromide 
• 328000-94-8 3-benzyl-1-methyl-5-[(E)-1-phenylmethylidene]-2-thioxoimidazolidin-4-one 
• 63398-87-8 2-Benzylimino-4-[4-chloro-3-(1-piperidylcarbonyl-sulfamoyl)phenyl]-3-methyl-1,3-thiazolidine-4-ol-hydrobromide 
• 62971-37-3 2-Benzylimino-4-(2,4-dichloro-5-sulfamoylphenyl)-3-methyl-1,3-thiazolidine-4-ol-hydrobromide 
• 63398-73-2 4-(3-Acetylsulfamoyl-4-chloro-phenyl)-2-benzylimino-3-methyl-1,3-thiazolidine-4-ol-hydrobromide 

Relevant articles and documents

Catalytic Asymmetric Synthesis of Quaternary Barbituric Acids

The catalytic asymmetric α-functionalization of prochiral barbituric acids, a subtype of pseudosymmetric 1,3-diamides, to yield the corresponding 5,5-disubstituted (quaternary) derivatives remains essentially unsolved. In this study 2-alkylthio-4,6-dioxopirimidines are designed as key 1,3-diamide surrogates that perform exceedingly in amine-squaramide catalyzed C-C bond forming reactions with vinyl ketones or Morita-Baylis-Hillmann-type allyl bromides as electrophiles. Mild acid hydrolysis of adducts affords barbituric acid derivatives with an in-ring quaternary carbon in unprecedented enantioselectivity, offering valuable materials for biological evaluations.

A simple and green procedure for the synthesis of N-benzylthioureas

A simple and efficient reaction protocol for the synthesis of N-benzylthioureas is described from benzylisothiocyanate (BITC: 94% pure/GC-MS), isolated from crushed papaya seeds.

A convenient route to cyanoguanidines

A facile and versatile method for the preparation of cyanoguanidines 7 from amines 3 and isothiocyanates 4 via a methylation, cyanamide-treatment sequence is described.