Studies on Thiazole and Thiazoline Derivatives XII : Synthesis of 2-Carbamoyl, 2-(N-alkylcarbamoyl) and 2-(N-alkylthiocarbamoyl)-3,4-dimethyl-4-thiazoline

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概要

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• As shown in Chart 4 the reaction between 1-methyl-2-thiobiuret (1) and Chloroacetone gave a product having a molecula of C_6H_9N_3OS (mp 277°, mol. wt. 171. 222) for which four compounds (3a, b, c, d) in Chart 1 may be considered. The above product appears to be 2-carbamoylimino-3,4-dimethyl-4-thiazoline (3a) by obtaining the data of Mass Spectrum (MS), Nuclear Magnetic Resonance (NMR) and Infrared Absorption Spectrum (IR), MS and NMR on deuterated derivatives. The structure (3a) was established by a chemical synthesis of (3a) from 2-imino-3-methyl-4-thiazoline (4) and KNCO is shown in Chart 4. As shown in Chart 5,2-(N-alkylcarbamoylimino)-3-methyl-4-thiazolines (6a, b) were synthesized, 2-(N-alkylthiocarbamoyl)-3-methyl-4-thiazolines (8a, b, c) prepared from 4 and alkylisothiocyanates (7a, b, c) were convered to (6a, b, c) by an alkaline oxidation. The synthesis of (8a, b, c) was carried out by methylation of 2-(N-alkylthiocarbamoylamino)-4-methylthiazoles (9a, b, c).

• 共立薬科大学の論文
• 1975-02-25

著者

• 与田 玲子

  共立薬科大学

• 山本 有一

  Kyoritsu College of Pharmacy

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