تفاعل #46969

معادلة التفاعل

7-amino-3-(sulfomethyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid

sodium hydroxide

sodium bicarbonate

HCl

sodium bicarbonate

N,N′-dicyclohexylethylenediamine diacetate

→

N,N′-dicyclohexylethylenediamine

3-cephem-4-carboxylic acid

المذيبات

water

water

isopropyl alcohol

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added at 0-5° C.
2. 2
   أخرىAfter the completion of reaction
3. 3
   درجة الحرارةmaintained
4. 4
   أخرىthe reaction at 28-30° C. for about 2-3 hours
5. 5
   workup.ADDITIONwas added
6. 6
   درجة الحرارةThe reaction mixture was cooled to 5-10° C.
7. 7
   ترشيحfiltered
8. 8
   غسيلwashed with chilled water (0-5° C.) and isopropyl alcohol (0-5° C.)
9. 9
   أخرىdried the material under vacuum at ˜40° C.

الإجراء التجريبي

7-amino-3-(sulfomethyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (5 g), was dissolved in water (19 ml) using 30% w/w sodium hydroxide (1.5 g in 8 ml water) and sodium bicarbonate (1 g), O-formylmandeloyl chloride (2.45 g) was added at 0-5° C. and maintained at 5-10° C. over a period of 1-2 hours. After the completion of reaction, the reaction mixture was acidified with conc. HCl (2.6 g) and maintained the reaction at 28-30° C. for about 2-3 hours. After the completion of reaction, sodium bicarbonate (˜3.5 g) was added to set the pH 5±1 and the solution was added to a solution of N,N′-dicyclohexylethylenediamine diacetate (9.26 g) in water (40 mL) and isopropyl alcohol (40 mL) and stirred well at 25-30° C. for about 2-3 hours. The reaction mixture was cooled to 5-10° C., filtered, washed with chilled water (0-5° C.) and isopropyl alcohol (0-5° C.) and dried the material under vacuum at ˜40° C. to get N,N′-dicyclohexylethylenediamine salt of 7-D-mandelamido-3-(1-sulfomethyl-1H-tetrazol-5-yl)thio)methyl)-3-cephem-4-carboxylic acid (6.5 g). Step-(ii)

المصدر