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2-Chloro-5-aminomethylthiazole → 1-(1-Chloroethoxycarbonyl)-3-(2-chloro-5-thiazolylmethyl)-1-methyl-2-nitroguanidine

HRID 1657032
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HRID 1657032 반응식
[Cl:1][CH:2]([O:4][C:5]([N:7]([CH3:15])[C:8](=[N:11][N+:12]([O-:14])=[O:13])SC)=[O:6])[CH3:3].[Cl:16][C:17]1[S:18][C:19]([CH2:22][NH2:23])=[CH:20][N:21]=1>C(Cl)(Cl)Cl>[Cl:1][CH:2]([O:4][C:5]([N:7]([CH3:15])[C:8]([NH:23][CH2:22][C:19]1[S:18][C:17]([Cl:16])=[N:21][CH:20]=1)=[N:11][N+:12]([O-:14])=[O:13])=[O:6])[CH3:3]
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참가 물질

4

반응물 2

HCID 101541292-Chloro-5-aminomethylthiazoleHCID 73653905N-(1-chloroethoxycarbonyl)-S,N-dimethyl-N'-nitroisothiourea

생성물 1

HCID 1363315011-(1-Chloroethoxycarbonyl)-3-(2-chloro-5-thiazolylmethyl)-1-methyl-2-nitroguanidine수율 38.7%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

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온도
-20 °C

실험 절차

To a stirred solution of N-(1-chloroethoxycarbonyl)-S,N-dimethyl-N'-nitroisothiourea (6.50 g) in CHCl3 (15 ml) was added a solution of 2-chloro-5-thiazolylmethylamine (3.78 g) in CHCl3 (5 ml) dropwise below -20° C. over 20 minutes. After stirring at -20° C. for 30 minutes, insolubles were removed by filtration and the filtrate was concentrated in vacuo. The residue was applied to column chromatography on silica gel. The column was eluted with hexane-AcOEt (1:1) to afford 3.50 g of 1-(1-chloroethoxycarbonyl)-3-(2-chloro-5-thiazolylmethyl)-1-methyl-2-nitroguanidine (Compound No. 12) as an orange oil.

후처리

  1. custominsolubles were removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo
  3. washThe column was eluted with hexane-AcOEt (1:1)

출처 및 근거

ORD 기록
ord-aed818bb104d487aaca0b5a48d7700ef
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05256679

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