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

HRID 264794

반응식

HRID 264794 반응식
Cl.Cl.NCCSSCCN.[OH-].[Na+].N(C1C=CC(S(Cl)(=O)=O)=CC=1)=[N+]=[N-].[N:26]([C:29]1[CH:34]=[CH:33][C:32]([S:35]([NH:38][CH2:39][CH2:40][S:41][S:42][CH2:43][CH2:44][NH2:45])(=[O:37])=[O:36])=[CH:31][CH:30]=1)=[N+:27]=[N-:28].[C:46]1(=[O:52])[O:51][C:49](=[O:50])[CH2:48][CH2:47]1.Cl>O>[N:26]([C:29]1[CH:34]=[CH:33][C:32]([S:35]([NH:38][CH2:39][CH2:40][S:41][S:42][CH2:43][CH2:44][NH:45][C:46](=[O:52])[CH2:47][CH2:48][C:49]([OH:51])=[O:50])(=[O:37])=[O:36])=[CH:31][CH:30]=1)=[N+:27]=[N-:28]

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 5941Cystamine DihydrochlorideHCID 7922Succinic anhydrideHCID 14798Sodium HydroxideHCID 5484864-Azidobenzene-1-sulfonyl chlorideHCID 19609016N-(p-azidobenzenesulfonyl)cystamine

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-azidobenzenesulfonyl chloride were suspended in this solution and the suspension 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, subsequently filtered 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--NH3 conc./EtOH=1%) Rf=0.7. m.p.: dec. at 163°.

후처리

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

출처 및 근거

ORD 기록
ord-4b0c5cca47d5458eb1a85f5bdc314110
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646302

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