Cyclization of nitriles. XXIV. Reactions of cyanamide derivatives of thiocarbamic acids with cyanothioacetamide. Crystal structure of 2-allylamino-4-amino-5-benzoyl-1,3-thiazole

Journal Article · Tue Sep 20 00:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6008571

Nesterov, V N; Sharanin, Yu A; Shestopalov, A M; Shklover, V E; Struchkov, Yu T

2-Allylamino-4-amino-5-aroyl-1,3-thiazoles were obtained from S-alkylisoureas. An x-ray crystallographic investigation of 2-allylamino-4-amino-5-benzoyl-1,3-thiazole was undertaken. Dimethyl dithiocarbamate was used in the synthesis of 2-amino-4-methylthio-5-cyano-1H-pyrimidine-6-thione and, from the latter, 4-allylthio-2-amino-6-methylthio-5-cyanopyrimidine. The latter is easily quaternized by the action of iodine to 4-amino-3-iodomethyl-7-methylthio-8-cyano-2,3-dihydrothiazolo(3,2-c)pyrimidinium triiodide. In reaction with iodine 2-allyl-amino-1,3-thiazoles form N-allyl-N-iodo derivatives of 1,3-thiazole and not imidazo(2,3-b)thiazolium salts.

• Research Organization: T.G. Shevchenko Voroshilovgrad State Pedagogical Institute (USSR)
• OSTI ID: 6008571
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 24:4; Other Information: Translated from Zh. Org. Khim.; 24: No. 4, 845-854 (Apr 1988)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
36 MATERIALS SCIENCE
ORGANIC IODINE COMPOUNDS
CHEMICAL REACTION KINETICS
ORGANIC NITROGEN COMPOUNDS
CRYSTAL STRUCTURE
PYRIMIDINES
IODINATION
THIAZOLES
ACTIVATION ENERGY
AMIDES
CARBAMIC ACID ESTERS
DEHYDROCYCLIZATION
INFRARED SPECTRA
IODINE
MOLECULAR STRUCTURE
NMR SPECTRA
QUATERNARY COMPOUNDS
STRUCTURAL CHEMICAL ANALYSIS
X-RAY DIFFRACTION
AMINES
AMMONIUM COMPOUNDS
AZINES
AZOLES
CARBOXYLIC ACID ESTERS
CHEMICAL REACTIONS
COHERENT SCATTERING
DIFFRACTION
ELEMENTS
ENERGY
ESTERS
HALOGENATION
HALOGENS
HETEROCYCLIC COMPOUNDS
KINETICS
NONMETALS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
REACTION KINETICS
SCATTERING
SPECTRA
400201* - Chemical & Physicochemical Properties
360602 - Other Materials- Structure & Phase Studies