72844-90-7

Basic information

• Product Name: Ethanethioamide, N-[2-[(1E)-2-cyanoethenyl]phenyl]-
• CAS NO: 72844-90-7
• Molecular Formula: C11H10N2S
• Molecular Weight: 202.28
• Mol File: 72844-90-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Ethanethioamide, N-[2-[(1E)-2-cyanoethenyl]phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanethioamide, N-[2-[(1E)-2-cyanoethenyl]phenyl]-(72844-90-7)
• EPA Substance Registry System: Ethanethioamide, N-[2-[(1E)-2-cyanoethenyl]phenyl]-(72844-90-7)

Safety Data

• Hazardous Substances Data: 72844-90-7(Hazardous Substances Data)

Upstream product

• 72844-86-1 (E)-N-(2-(2-cyanovinyl)phenyl)acetamide 
• 614-76-6 N-acetyl-2-bromoaniline 

Downstream Products

• 72248-92-1 2-methylquinoline-3-carbonitrile 

Relevant articles and documents

Photochemical Synthesis. Conversion of o-Vinylthioanilides to Quinolines

Quinoline derivatives are formed in fair to good yields when acetonitrile solutions of o-vinylthioanilides are irradiated with Pyrex-filtered light.The transformation is a singlet reaction and involves intramolecular cycloaddition of the thioamide, yielding unstable thietanes, as the initial step.In the case of o-(1-trans-propenyl)thioacetanilide (2a) the corresponding thietane has been detected by 1H NMR spectroscopy by irradiating a toluene solution of the compound at -78 deg C.The quantum yield of quinoline formation from 2a appeared to be solvent dependent.Concomitant with quinoline formation, triplet cis-trans isomerization of the vinyl moiety takes place.In the case of 2a the quantum yield for trans -> cis isomerization is 0.506.A variable-temperature 1H NMR study of 2,3-dimethylquinoline in toluene solution has also been performed.For the 2,3-dimethylquinoline-toluene complex the enthalpy and entropy of formation are -1.03 +/- 0.10 kcal/mol and -3.7 +/- 0.2 gibbs/mol, respectively.