Hydrochloric Acid → N-(p-azidobenzenesulfonyl) N'-(3-carboxypropionyl) cystamine

HRID 1603190

반응식

HRID 1603190 반응식
Cl.Cl.NCCSSCCN.[OH-].[Na+].[N:13]([C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH:25][CH2:26][CH2:27][S:28][S:29][CH2:30][CH2:31][NH:32][C:33](=[O:46])[CH2:34][CH2:35][C:36]([O:38]N2C(=O)CCC2=O)=[O:37])(=[O:24])=[O:23])=[CH:18][CH:17]=1)=[N+:14]=[N-:15].C1(=O)OC(=O)CC1.Cl>O>[N:13]([C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH:25][CH2:26][CH2:27][S:28][S:29][CH2:30][CH2:31][NH:32][C:33](=[O:46])[CH2:34][CH2:35][C:36]([OH:38])=[O:37])(=[O:24])=[O:23])=[CH:18][CH:17]=1)=[N+:14]=[N-:15]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 5941Cystamine DihydrochlorideHCID 7922Succinic anhydrideHCID 14798Sodium HydroxideHCID 19609028HCID 19609028, 화합물

생성물 1

HCID 19609019N-(p-azidobenzenesulfonyl) N'-(3-carboxypropionyl) cystamine

시약·촉매·용매 1

HCID 962Water용매

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.).

후처리

  1. stirringstirred overnight
  2. filtrationthe product was subsequently filtered off
  3. washwashed with water
  4. customThe residue was dried at room temperature in a high vacuum

출처 및 근거

ORD 기록
ord-1098af0e084b48738a80de62db0fe224
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05986066

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