Captopril → N-(1-Naphthyl)ethylenediamine

HRID 1707947

反応式

HRID 1707947 の反応式
C[C@@H:2]([C:7]([N:9]1[C@H:13]([C:14](O)=O)[CH2:12][CH2:11][CH2:10]1)=O)CSN=O.C[C@@H](C(N1[C@H:27]([C:28](O)=O)[CH2:26][CH2:25][CH2:24]1)=O)CS.[N:31]([O-])=O.[Na+]>CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.S(=O)(=O)(O)O>[C:13]1([NH:9][CH2:7][CH2:2][NH2:31])[C:14]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:10]=[CH:11][CH:12]=1

参加物

6

反応物 3

HCID 44093CaptoprilHCID 129596S-NitrosocaptoprilHCID 23668193Sodium Nitrite

生成物 1

HCID 15107N-(1-Naphthyl)ethylenediamine

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid溶媒HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester溶媒

実験手順

Typical preparation of S-nitrosocaptopril involve the reaction of 50 mM captopril with 50 mM NaNO2 in 0.1N acetic or sulfuric acid at room temperature for five minutes, after which the reaction solution is passed over a cation exchange resin, e.g., Dowex 50 in the protonated form, and the product eluted with water. The fractions that give positive reactions with N-(1-naphthyl)ethylenediamine, after exposure to 0.15% HgCl2 and diazotization with sulfanilamide, are lyophilized. Hygroscopic, bright red crystals (m.p. 98°-104° C.) were obtained that were shown to be S-nitrosocaptopril by NMR in deuterated DMSO and by mass spectroscopy.

後処理

  1. washthe product eluted with water

出典と根拠

ORDレコード
ord-dd03f2d1929c4906a123337dd8a492fe
出典データセット
uspto-grants-1994_10
特許番号
US05356890

関連ノート

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