반응 #1690372

반응 방정식

cystamine dihydrochloride

NaOH

N-(p-azidobenzenesulfonyl)cystamine

N-(p-azidobenzenesulfonyl)-N'-(3 -succinimidyloxycarbonyl-propionyl)cystamine

succinic anhydride

HCl

→

N-(p-azidobenzenesulfonyl)-N'-(3-carboxypropionyl)cystamine

용매

water

반응 조건

후처리

1. 1
   workup.STIRRINGstirred overnight
2. 2
   여과the product was subsequently filtered off
3. 3
   세척washed with water
4. 4
   기타The residue was dried at room temperature in a high vacuum

실험 절차

2.2 g of cystamine dihydrochloride were dissolved in 20 ml of water and adjusted to pH 10 with NaOH. 2.1 g of p-azidobenzenesulfochloride were suspended in the solution and the mixture was stirred at room temperature for 5 hours. The precipitated N-(p-azidobenzenesulfonyl)cystamine was reacted with 2 g of succinic anhydride and stirred overnight. The resulting solution was acidified with HCl and the product was subsequently filtered off and washed with water. The residue was dried at room temperature in a high vacuum and gave 1.53 g of N-(p-azidobenzenesulfonyl)-N'-(3-carboxypropionyl)cystamine. The IR showed bands at 3283 (amide NH), 2134 (azide), 1714 (acid carbonyl), 1650 (amide), 1589+1547 (aromatic), 1284 (COOH), 1328+1180 (arylsulfonyl), 839 (p- disubst. benzene); TLC (silica gel: conc. NH3 (EtOH=1%). Rf=0.7; m.p. 163° (dec.).

출처