Hydrogen Sulfide → HCID 178505162、化合物

HRID 364307ノート

反応式

HRID 364307 の反応式
[CH3:1][S:2]([NH:5][C:6]([NH:8][CH2:9][C:10]([F:13])([F:12])[F:11])=S)(=[O:4])=[O:3].[F:14][C:15]([F:32])([F:31])[CH2:16][N:17]=[C:18]([NH2:30])[NH:19][C:20]1[S:21][CH:22]=[C:23]([CH2:25]CCCN)[N:24]=1.[SH2:33].C(Cl)(Cl)Cl.[CH3:38]O.N.C[N:42]([CH3:45])C=O>[N+]([O-])([O-])=O.[Ag+]>[F:32][C:15]([F:14])([F:31])[CH2:16][N:17]=[C:18]([NH2:30])[NH:19][C:20]1[S:21][CH:22]=[C:23]([CH2:25][S:33][CH2:38][CH2:45][NH:42][C:6]([NH:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[N:5][S:2]([CH3:1])(=[O:4])=[O:3])[N:24]=1

参加物

7

反応物 5

HCID 402Hydrogen SulfideHCID 6228Dimethylformamide2 回HCID 212987102-[2-(2,2,2-Trifluoroethyl)-guanidino]-4-(4-aminobutyl)thiazoleHCID 212988431-Methanesulphonyl-3-(2,2,2-trifluoroethyl)thioureaHCID 21866414Chloroform methanol ammonia

生成物 1

HCID 178505162HCID 178505162、化合物

試薬・触媒・溶媒 1

HCID 24470Silver Nitrate触媒

実験手順

To a solution containing 1-methanesulphonyl-3-(2,2,2-trifluoroethyl)thiourea (0.09 g.) and 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-(4-aminobutyl)thiazole (0.13 g.) in dimethylformamide (4 ml.) was added a solution of silver nitrate (0.14 g.) in dimethylformamide (2 ml.). After allowing it to stand at room temperature for 3 hours the reaction mixture was treated with an excess of gaseous hydrogen sulphide and the precipitated silver sulphite filtered off. The residue obtained on evaporation of the filtrate was subjected to preparative thin layer chromatography using chloroform/methanol/ammonia 90:10:0.1 v/v/v for development. Isolation of the appropriate zone of the chromatogram and extraction with hot ethanol/chloroform 50:50 v/v (150 ml.) gave a yellow residue which on crystallisation from methanol afforded 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-[2-(2-methylsulphonyl-3-[2,2,2-trifluoroethyl]guanidino)ethylthiomethyl]thiazole which contained one mole of methanol of crystallisation. The n.m.r. spectrum in d6 l dimethylsulphoxide containing a little d4 acetic acid and using tetramethylsilane as internal standard (δ=0) included the following resonances (δ):2.8 (3H, singlet); 4.0 (2H, multiplet); 4.1 (2H, multiplet); 6.4 (1H, singlet).

後処理

  1. filtrationthe precipitated silver sulphite filtered off
  2. customThe residue obtained on evaporation of the filtrate
  3. extractionIsolation of the appropriate zone of the chromatogram and extraction with hot ethanol/chloroform 50:50 v/v (150 ml.)
  4. customgave a yellow residue which
  5. customon crystallisation from methanol

出典と根拠

ORDレコード
ord-9a7137aeb3bd4cc0960543943c732048
出典データセット
uspto-grants-1986_08
特許番号
US04604465

反応ノート

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