Uusi menetelmä 4-metyyli-5-(2-kloorietyyli)-tiatsolin ja sen analogien valmistamiseksi

• Main Authors: MOLNAR,ERZSEBET, NEMETH,ATTILA, GARACZY,SANDOR, BAN,KAROLY, BONE,ISTVAN, SZVOBODA,IDA, SZABO,ERZSEBET, BUTTKAI,ILDIKO, LEDNICZKY,LASZLO, SZALAY,ERZSEBET, GYORI,PETER, MIHALOVICS,GYOERGY, HEJA,GERGELY, MORASZ,FERENC, GOENCZI,CSABA, HUSZAR,CSABA, PALOSI,ENDRE, KORBONITS,DEZSO, KISS,PAL, KOVARI,ARPAD, GYUERE,KAROLY, SPERBER,FERENC, SUETO,MIHALY
• Format: Patent
• Language: Finnish; Swedish
• Published: 31.08.2000
• Edition: 7
• 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

The invention relates to 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazoles of the general formula I, wherein R is a straight-chain 2-chloro-C2-5-alkyl group and a process for their preparation, which is characterized by (A1) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the general formula IV in an organic solvent with gaseous hydrogen chloride to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the general formula II or (A2) reacting a 3-(2-chloro-C2-5-alkyl)-3-thiocyanato-2-propanone of the above formula IV with an aqueous mineral acid to obtain the corresponding 5-(2-chloro-C2-5-alkyl)-2-hydroxy-4-methyl-1,3-thiazole of the general formula III and reacting the thus obtained compound of the formula III with a halogenating agent to obtain the corresponding 2-chloro-5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above formula II, and (B) hydrogenating the compound of the general formula II to obtain the 5-(2-chloro-C2-5-alkyl)-4-methyl-1,3-thiazole of the above general formula I. The invention further relates to intermediates for the above process, and pharmaceutical compositions comprising the compounds of formula I.