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HRID 1154874作成日:2026年10月26日

Thiourea → 7beta-[alpha-ethoxyimino-(2-aminothiazol-4-yl)acetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid benzhydryl ester

https://huagongshe.com/reaction/1154874

反応式

関与物質

役割名称HCID仕込み量
反応物ThioureaHCID 2723790—
反応物7beta-{alpha-ethoxyimino-[2-(chloroacetamido)thiazol-4-yl]acetamido}-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid benzhydryl esterHCID 178474906—
触媒Benzyltriethylammonium bromideHCID 165294—
溶媒EthanolHCID 702—
溶媒TetrahydrofuranHCID 8028—
生成物7beta-[alpha-ethoxyimino-(2-aminothiazol-4-yl)acetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid benzhydryl esterHCID 17847490752.9%

反応手順

To a solution of 2.2 g of 7β-{α-ethoxyimino-[2-(chloroacetamido)thiazol-4-yl]acetamido}-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid benzhydryl ester in 20 ml of tetrahydrofuran is added a solution of 550 mg of thiourea in 20 ml of ethanol, followed by addition of 50 mg of triethylbenzylammonium bromide. The mixture is stirred for 20 hours at room temperature and concentrated. The residue is dissolved in a mixture of ethyl acetate and tetrahydrofuran and the solution was washed with aq. sodium bicarbonate solution and then water, followed by drying over anhydrous magnesium sulfate. The dried solution is subjected to distillation of the solvent to give powder which is washed with chloroform and ether and dried. The procedure yields 1.047 g of 7β-[α-ethoxyimino-(2-aminothiazol-4-yl)acetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid benzhydryl ester. Yield 52.9%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04298606
出典データセットuspto-grants-1981_11
ORD IDord-cb79b3d300534d768a6a92beb74c0217
出典メモuspto-grants-1981_11