621-01-2

Basic information

• Product Name: 4,4'-DIMETHYLTHIOCARBANILIDE
• Synonyms: 4,4’-dimethylthio-carbanilid;usafek-3114;RARECHEM AQ A4 0039;N,N'-DI (P-TOLYL)-2-THIOUREA;N,N'-DI-P-TOLYLTHIOUREA;DI-P-TOLYLTHIOUREA;4,4'-DIMETHYLTHIOCARBANILIDE;1,3-DI(P-TOLYL)THIOUREA
• CAS NO: 621-01-2
• Molecular Formula: C₁₅H₁₆N₂S
• Molecular Weight: 256.37
• EINECS: 210-665-0
• Mol File: 621-01-2.mol
• Article Data: 45

Chemical Properties

• Melting Point: 182-184 °C(lit.)
• Boiling Point: 377.7°C at 760 mmHg
• Flash Point: 182.2°C
• Appearance: /
• Density: 1.219g/cm³
• Vapor Pressure: 6.63E-06mmHg at 25°C
• Refractive Index: 1.707
• PKA: 12.34±0.70(Predicted)
• CAS DataBase Reference: 4,4'-DIMETHYLTHIOCARBANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIMETHYLTHIOCARBANILIDE(621-01-2)
• EPA Substance Registry System: 4,4'-DIMETHYLTHIOCARBANILIDE(621-01-2)

Safety Data

• WGK Germany: 3
• RTECS: FE0875000
• HazardClass: IRRITANT
• Hazardous Substances Data: 621-01-2(Hazardous Substances Data)

Usage

Uses

1,3-Di-p-tolyl-2-thiourea may be used in chemical synthesis studies.

InChI:InChI=1/C15H16N2S/c1-11-3-7-13(8-4-11)16-15(18)17-14-9-5-12(2)6-10-14/h3-10H,1-2H3,(H2,16,17,18)

Upstream product

• 106-49-0 p-toluidine 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 726-42-1 di-p-tolylcarbodiimide 
• 75-15-0 carbon disulfide 
• 113827-45-5 As,As-diphenyl-N,N'-di-p-tolylarsinimic amide 
• 2742-65-6 N,N-diethyl-N'-p-tolyl-thiourea 
• 106-96-7 propargyl bromide 
• 932-90-1 syn-benzaldehyde oxime 
• 24515-56-8 p-tolyl-[3-p-tolyl-4-(2,2,2-trifluoro-1-trifluoromethyl-ethylidene)-[1,3]thiazetidin-2-ylidene]-amine 
• 77541-96-9 S-trichloromethyl dithiopercarbanilidate 
• 61176-09-8 O-<(p-Tolyl)thiocarbamoyl>oxim 
• 13037-22-4 methyl (N-(4-methylphenyl))dithiocarbamate 
• 4314-19-6 bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione 
• 65252-01-9 S-methyl-N,N'-di-p-tolyl-isothiourea 

Downstream Products

• 103-89-9 4-Methylacetanilide 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 20172-29-6 N-(p-tolyl)butyramide 
• 35242-78-5 p-tolyl-(3-p-tolyl-3H-thiazolo[4,5-b]quinoxalin-2-ylidene)-amine 
• 23808-74-4 3-p-tolyl-2-p-tolylimino-4-p-chlorophenyl-4-thiazoline 
• 36220-33-4 (4-phenyl-3-p-tolyl-3H-thiazol-2-ylidene)-p-tolyl-amine 
• 42748-43-6 (4-methyl-3-p-tolyl-3H-thiazol-2-ylidene)-p-tolyl-amine 
• 63082-70-2 (3-anilino-4-p-tolyl-4H-[1,2,4]thiadiazol-5-ylidene)-p-tolyl-amine 
• 38825-42-2 3-(4-methylphenyl)-2-(4-methylphenylimino)-1,3-thiazolidine-4-one 
• 82844-64-2 5,5-Bis-(4-hydroxy-phenyl)-2-thioxo-1,3-di-p-tolyl-imidazolidin-4-one 
• 82694-63-1 [5-Isopropyl-4-methyl-3-p-tolyl-3H-thiazol-(2Z)-ylidene]-p-tolyl-amine 
• 127894-88-6 5-(4-Methoxy-phenyl)-3-p-tolyl-2-[(E)-p-tolylimino]-thiazolidin-4-one 
• 127894-86-4 5-Phenyl-3-p-tolyl-2-[(E)-p-tolylimino]-thiazolidin-4-one 
• 127894-87-5 5-(4-Chloro-phenyl)-3-p-tolyl-2-[(E)-p-tolylimino]-thiazolidin-4-one 

Relevant articles and documents

Di-tert-butyl peroxide (DTBP)-mediated synthesis of symmetrical N,N′-disubstituted urea/thiourea motifs from isothiocyanates in water

ABATRACT: A direct approach to N,N′-disubstituted urea/thiourea from the self-condensation reactions of isothiocyanates in water has been developed. This access tolerated a wide range of functional groups on the aromatic ring, providing a practical and environment-friendly process to N,N′-disubstituted urea/thiourea in moderate to excellent yields from safe and easily available starting materials. A plausible mechanism of the desulfurization self-condensation reaction for urea was also proposed and the role of di-tert-butyl peroxide (DTBP) and copper catalyst in the present strategy was demonstrated with the help of ESI mass spectrometry of intermediate studies.

Synthesis and Anticancer Activity of Novel Urea and Thiourea Bearing Thiophene-2-carboxalate Derivatives

Abstract: A new series of urea and thiourea bearing thiophene-2-carboxalate derivatives has been designed against protein tyrosine phosphatase 1B (PTP1B) active site, synthesized and charecterized by 1H and 13C NMR, and mass spectra. The compounds have been evaluated for in vitro anticancer activity against different cancer cell lines using the MTT colorimetric assay and doxorubicin as a standard drug. Among the tested compounds, methyl 3-methoxy-4-{4-[3-(4-methoxyphenyl)thioureido]phenyl}thiophene-2-carboxylate demonstrates the highest inhibitory activity against MCF-7, K562, HepG2, MDA-MB-231, and HeLa cell lines. The new molecular structures and their interactions with PNP1B have been evaluated by docking studies.

DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates: Via C-H sulfurization: A new route to 2-aminobenzothiazoles

DMSO was found to activate arylisothiocyanates for self-nucleophilic addition. A subsequent intramolecular C-H sulfurization catalyzed by PdBr2 enables access to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C-H sulfurization of two isothiocyanates.