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Triethylamine → 2-[4-(2-[2-(2,2,2-Trifluoroethyl)guanidino]thiazol-4-yl)butylamino]benzimidazole

HRID 34814
ノート
印刷プレビュー

反応式

HRID 34814 の反応式
[F:1][C:2]([F:29])([F:28])[CH2:3][N:4]=[C:5]([NH2:27])[NH:6][C:7]1[S:8][CH:9]=[C:10]([CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[NH2:26])=S)[N:11]=1.C(N(CC)CC)C>CN(C)C=O.[N+]([O-])([O-])=O.[Ag+]>[F:1][C:2]([F:29])([F:28])[CH2:3][N:4]=[C:5]([NH2:27])[NH:6][C:7]1[S:8][CH:9]=[C:10]([CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]2[NH:26][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[N:19]=2)[N:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 8471TriethylamineHCID 212986982-[2-(2,2,2-Trifluoroethyl)-guanidino]-4-[4-(3-[2-aminophenyl]thioureido)butyl]thiazole

生成物 1

HCID 212988022-[4-(2-[2-(2,2,2-Trifluoroethyl)guanidino]thiazol-4-yl)butylamino]benzimidazole

試薬・触媒・溶媒 2

HCID 24470Silver Nitrate触媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-[4-(3-[2-aminophenyl]thioureido)butyl]thiazole (0.45 g.), silver nitrate (0.34 g.) and triethylamine (0.28 ml.) in dimethylformamide (3 ml.) was stirred vigorously at ambient temperature overnight. Hydrogen sulphide gas was then bubbled through the reaction mixture until no more solid precipitated. The reaction mixture was filtered through a pad of diatomaceous earth and the filtrate evaporated to dryness in vacuo. The residue was purified by low pressure liquid chromatography using chloroform/methanol/ammonia, 9:1:0.1 v/v/v as eluant to give 2-[4-(2-[2-(2,2,2-trifluoroethyl)guanidino]thiazol-4-yl)butylamino]benzimidazole which was converted to the hydrogen maleate salt (0.25 g.), m.p. 183°-186°.

後処理

  1. customHydrogen sulphide gas was then bubbled through the reaction mixture until no more solid
  2. customprecipitated
  3. filtrationThe reaction mixture was filtered through a pad of diatomaceous earth
  4. customthe filtrate evaporated to dryness in vacuo
  5. customThe residue was purified by low pressure liquid chromatography

出典と根拠

ORDレコード
ord-f88166bd501442acbaa779aa63ee732d
出典データセット
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04762932

反応ノート

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