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

HRID 1603190

反応式

HRID 1603190 の反応式
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]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 5941Cystamine DihydrochlorideHCID 7922Succinic anhydrideHCID 14798Sodium HydroxideHCID 19609028N-(p-azidobenzenesulfonyl)-N'-(3-succinimidyloxycarbonyl-propionyl)cystamine

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-1098af0e084b48738a80de62db0fe224
出典データセット
uspto-grants-1999_11
特許番号
US05986066

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