Studies of Cyanamide Derivatives. Part 109. A Convenient Method for Preparation of 4-Aminothiazole Compounds from Alkoxythiocarbonylcyanamide Salts
- 1 December 1983
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 56 (12) , 3851-3852
- https://doi.org/10.1246/bcsj.56.3851
Abstract
α-Halo derivatives of ketones, ester, and nitrile reacted readily with potassium ethoxythiocarbonylcyanamide to provide the corresponding 4-amino-2-ethoxythiazole compounds in good yields, while α-halo amide did not. In a similar manner, α,α′-dihalo ketone reacted with 2 equiv of alkoxythiocarbonylcyanamide and S-methyl N-cyanocarbamodithioate salts to give the corresponding bis(4-amino-5-thiazolyl) ketones.Keywords
This publication has 10 references indexed in Scilit:
- Preparation of Sydnone-4-carboxamide Oximes and Their Conversion into 4-(1,2,4-Oxadiazol-3-yl)sydnonesBulletin of the Chemical Society of Japan, 1983
- Facile synthesis of 5-acyl-4-amino-2-ethoxythiazoles from an [ethoxy(thiocarbonyl)]cyanamide salt and .alpha.-halo ketonesThe Journal of Organic Chemistry, 1983
- Sydnone compounds. 18. Schmidt reaction of 4-acetyl-3-arylsydnonesThe Journal of Organic Chemistry, 1983
- Organic N-Halogen Compounds. X. Preparative Studies on N-BenzimidoylsulfiliminesBulletin of the Chemical Society of Japan, 1977
- N-Halogen Compounds of Cyanamide Derivatives. VIII. A Convenient Method of Preparing 1,2,4-Oxadiazoles from N-Haloamidino CompoundsBulletin of the Chemical Society of Japan, 1976
- N-Halogen Compounds of Cyanamide Derivatives. VI. The Preparation and Reaction of 2-Carbonimidoyl-3-imino-Δ4-1,2,4-thiadiazolinesBulletin of the Chemical Society of Japan, 1976
- N-Halogen Compounds of Cyanamide Derivatives. V. The Preparation and Reaction of Δ4-1,2,4-ThiadiazolinesBulletin of the Chemical Society of Japan, 1975
- Reaction of 4-AcetylsydnonesBulletin of the Chemical Society of Japan, 1973
- Synthetic Study of Cyanamide-dithiocarbonic Acid Ester and Related Compounds (Part 1)Journal of Synthetic Organic Chemistry, Japan, 1971
- The Chemistry of the SydnonesChemical Reviews, 1964