Hydrogen Sulfide → HCID 178505162, 화합물

HRID 364307노트

반응식

HRID 364307 반응식
[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

참가 물질

7

반응물 5

HCID 402Hydrogen SulfideHCID 6228Dimethylformamide2회HCID 212987102-[2-(2,2,2-Trifluoroethyl)-guanidino]-4-(4-aminobutyl)thiazoleHCID 212988431-Methanesulphonyl-3-(2,2,2-trifluoroethyl)thioureaHCID 21866414Chloroform methanol ammonia

생성물 1

HCID 178505162HCID 178505162, 화합물

시약·촉매·용매 1

HCID 24470Silver Nitrate촉매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9a7137aeb3bd4cc0960543943c732048
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04604465

반응 노트

불러오는 중…