1,1,1-Trifluoro-2-isothiocyanatoethane → 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-[4-(3-(2,2,2-trifluoroethyl)thioureido)butyl]pyrimidine

HRID 34766

반응식

HRID 34766 반응식
[F:1][C:2]([F:8])([F:7])[CH2:3][N:4]=[C:5]=[S:6].[F:9][C:10]([F:28])([F:27])[CH2:11][N:12]=[C:13]([NH2:26])[NH:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([CH2:21][CH2:22][CH2:23][CH2:24][NH2:25])[N:16]=1>C(#N)C>[F:28][C:10]([F:9])([F:27])[CH2:11][N:12]=[C:13]([NH2:26])[NH:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([CH2:21][CH2:22][CH2:23][CH2:24][NH:25][C:5]([NH:4][CH2:3][C:2]([F:8])([F:7])[F:1])=[S:6])[N:16]=1

참가 물질

4

반응물 2

HCID 138837771,1,1-Trifluoro-2-isothiocyanatoethaneHCID 212987744-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(4-aminobutyl)pyrimidine

생성물 1

HCID 212988754-[2-(2,2,2-Trifluoroethyl)guanidino]-2-[4-(3-(2,2,2-trifluoroethyl)thioureido)butyl]pyrimidine수율 25.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2,2,2-Trifluoroethylisothiocyanate (0.31 g.) was added to a solution of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(4-aminobutyl)pyrimidine (0.58 g.) in acetonitrile (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 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[4-(3-(2,2,2-trifluoroethyl)thioureido)butyl]pyrimidine (0.22 g.) characterised as the hydrogen maleate, m.p. 142°-145° (after recrystallisation from acetonitrile).

후처리

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

출처 및 근거

ORD 기록
ord-7aef71326bb040ceba7cdc7b35724503
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04762932

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