1312613-70-9

Basic information

• Product Name: (S)-N-(1-phenylethyl)-1,3-dihydro-1,5-dimethyl-2-thioxoimidazole-4-carboxamide
• Synonyms: (S)-N-(1-phenylethyl)-1,3-dihydro-1,5-dimethyl-2-thioxoimidazole-4-carboxamide
• CAS NO: 1312613-70-9
• Molecular Weight: 275.374
• Mol File: 1312613-70-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-N-(1-phenylethyl)-1,3-dihydro-1,5-dimethyl-2-thioxoimidazole-4-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(1-phenylethyl)-1,3-dihydro-1,5-dimethyl-2-thioxoimidazole-4-carboxamide(1312613-70-9)
• EPA Substance Registry System: (S)-N-(1-phenylethyl)-1,3-dihydro-1,5-dimethyl-2-thioxoimidazole-4-carboxamide(1312613-70-9)

Safety Data

• Hazardous Substances Data: 1312613-70-9(Hazardous Substances Data)

Upstream product

• 63664-42-6 (S)-Phenylethyl Acetoacetamide 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 10181-56-3 2,2,4,4-tetramethylcyclobutane-1,3-dithione 
• 1312613-67-4 (S)-N-(1-phenylethyl)-1,5-dimethyl-3-oxido-1H-imidazole-4-carboxamide 
• 1312613-66-3 (S)-(-)-N-(1-phenylethyl)-2-hydroxyimino-3-oxobutyramide 

Relevant articles and documents

Optically active imidazoles derived from enantiomerically pure trans-1,2-diaminocyclohexane

A new exploration of monoprotected derivatives of trans-1,2- diaminocyclohexane as a platform for the synthesis of enantiomerically pure imidazole derivatives is described. The primary amino group (-NH2), present in the mono-imine derivative of salicylic aldehyde (hemi-salen derivative) 5 was used for sequential reactions with formaldehyde and the corresponding α-(hydroxyimino)ketone. (S)-(-)-1-Phenylethylamine was also used as starting material for the preparation of new imidazole N-oxides 7c and 10a-c, bearing a chiral N-(1-phenylethyl)carboxamido function at C(4). Imidazole N-oxides 10a,b possessing either a Me or i-Pr group at N(1), respectively, follow the known sulfur-transfer pathway to afford the corresponding imidazole-2-thiones 13a,b. However, in the case of imidazole N-oxide 10c with a bulky adamantan-1-yl substituent at N(1), the attempted 'sulfur-transfer reaction' led to the deoxygenated imidazole derivative 14. Finally, the same reaction with 7c, which bears an electron-withdrawing N-(1-phenylethyl) carboxamide residue at C(4) of the imidazole ring, yielded a mixture of deoxygenated imidazole 16 and imidazole-2-thione 15c.