2-Cyano-3-mercaptocrotonamides

• Main Authors: SCHLEYERBACH, RUDOLF, KAEMMERER, FRIEDRICH-JOHANNES, THORWART, WERNER
• Format: Patent
• Language: English
• Published: 31.12.1999
• Edition: 6
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

Cyano-mercapto-alkenoamide cpds. of formula R1C(SH)=C(CN)CON(R2)(R3) (I) and their stereoisomers and salts are new. R1 = H, 1-17C alkyl, 1-4C haloalkyl; phenyl (opt. substd. by 1 or more halo, NO2, CN, 1-4C alkyl, 1-4C haloalkyl, 1-4C alkoxy, 1-4C haloalkoxy, or phenyl(1-2C)alkyl, benzyl, 3-7C cycloalkyl, 2-3C alkenyl or 2-3C alkynyl; R2 = H, 1-4C alkyl, phenyl, phenyl(1-2C)alkyl or 2-3C alkenyl; R3 = mono, bi or tricyclic unsatd. 3-13C heterocycle contg. 1-4 heteroatoms (O, S, N) having 0-1 of the heteroatoms O or S (opt. substd. by 1 or more of halo, 1-4C alkyl, 1-4C haloalkyl, 1-4C alkoxy, 1-4C haloalkoxy, NO2, OH, COOH, CONH2 or O), phenyl (opt. mono, di or tri-substd., by 1-4C alkyl, 1-4C haloalkyl, 1-4C alkoxy, 1-4C haloalkoxy, 1-4C alkylthio, 1-4C haloalkylthio, halo, NO2, CN, OH, COOH, 1-4C alkylsulphonyl, carbalkoxy (with 1-3C in alkyl), benzoyl (opt. substd. by halo, 1-4C alkyl or 1-4C alkoxy), phenyl (opt. substd. by halo, 1-4C alkyl or 1-4C alkoxy, phenoxy (opt. substd. by 1-3C alkoxy, opt. substd. by halo, 1-3C haloalkoxy or halo(sic)), naphthyl, methylenedioxyphenyl, or (CH2)nCOOR10; or NR2R3 = 4-7 membered ring, opt. substd. by carbonyl on the C next to the N, or a gp. of formula (a); n = 1-12; R10 = H or 1-4C alkyl; W = CH2, CH2CH2, CH2CHMe, CH2CHEt, CH2CHOH, CH2O or CH2S; halo = F, Cl, Br or I; and provided that when R2 and R3 = H, then R1 is not Me, Et or Ph.