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Methyl isothiocyanate → 2-[2-(2,2,2-Trifluoroethyl)guanidino]-4-[2-(3-methylthioureido)ethylthiomethyl]thiazole

HRID 34758
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HRID 34758 반응식
[CH3:1][N:2]=[C:3]=[S:4].[F:5][C:6]([F:23])([F:22])[CH2:7][N:8]=[C:9]([NH2:21])[NH:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][S:17][CH2:18][CH2:19][NH2:20])[N:15]=1>CO>[F:23][C:6]([F:5])([F:22])[CH2:7][N:8]=[C:9]([NH2:21])[NH:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][S:17][CH2:18][CH2:19][NH:20][C:3]([NH:2][CH3:1])=[S:4])[N:15]=1
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참가 물질

4

반응물 2

HCID 11167Methyl isothiocyanateHCID 141820862-[2-(2,2,2-Trifluoroethyl)guanidino]-4-[(2-aminoethyl)thiomethyl]thiazole

생성물 1

HCID 212987002-[2-(2,2,2-Trifluoroethyl)guanidino]-4-[2-(3-methylthioureido)ethylthiomethyl]thiazole수율 22.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl isothiocyanate (80 mg.) was added to 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-[(2-aminoethyl)thiomethyl]thiazole (320 mg.) dissolved in methanol (5 ml.) and the solution kept at room temperature for 18 hours and then evaporated to dryness. The residual gum was purified by preparative thin layer chromatography using ethyl acetate/methanol/ammonia 6:1:0.5 v/v/v as developing solvent to give 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-[2-(3-methylthioureido)ethylthiomethyl]thiazole (90 mg.), characterised as the hydrogen maleate, m.p. 137°139° (decomp.) (after crystallisation from acetonitrile.).

후처리

  1. customevaporated to dryness
  2. customThe residual gum was purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-80951e2132c4433280a2b0d00093c4e9
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04762932

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