反応 #214281

反応方程式

2-aminothiazol-4-ylmethanethiol

hydrochloric acid

3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-7-bromoacetamido-3-cephem-4-carboxylic acid

sodium bicarbonate

2-(2-aminothiazol-4-ylmethyl)isothiourea

sodium hydroxide

hydrochloric acid

→

3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-7-(2-aminothiazol-4-yl)methylthioacetamido-3-cephem-4-carboxylic acid

溶媒

ethanol

water

反応条件

後処理

1. 1
   workup.STIRRINGwith stirring
2. 2
   workup.STIRRINGThe mixture was stirred for 1 hour at room temperature
3. 3
   workup.WAITto stand for overnight in a refrigerator
4. 4
   ろ過the precipitates were collected by filtration
5. 5
   洗浄washed with a small amount of water
6. 6
   その他dried

実験手順

A mixture of 2-(2-aminothiazol-4-ylmethyl)isothiourea (1.57 g.) and 1 N sodium hydroxide (24 ml.) was stirred for 15 minutes at room temperature, and then the mixture was adjusted to pH 9 with 1 N hydrochloric acid (12 ml.). Thus obtained solution containing 2-aminothiazol-4-ylmethanethiol was dropwise added to a mixture of 3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-7-bromoacetamido-3-cephem-4-carboxylic acid (2.16 g.), sodium bicarbonate (0.67 g.), water (33 ml.) and ethanol (33 ml.) over 15 minutes at room temperature with stirring. The mixture was stirred for 1 hour at room temperature, and it was adjusted to pH 4 with 1 N hydrochloric acid. The mixture was allowed to stand for overnight in a refrigerator, and the precipitates were collected by filtration, washed with a small amount of water and then dried to give powder of 3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-7-(2-aminothiazol-4-yl)methylthioacetamido-3-cephem-4-carboxylic acid (0.7 g.), mp 180° to 250° C. (dec.)

出典