Sodium hydride → HCID 86735281, 화합물

HRID 461462

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HRID 461462 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([OH:16])[CH2:10][N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1.[H-].[Na+].Cl[CH2:20][C:21]1[N:22]=[CH:23][S:24][CH:25]=1>O1CCCC1.O>[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([O:16][CH2:20][C:21]1[N:22]=[CH:23][S:24][CH:25]=1)[CH2:10][N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 32238(+-)-alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanolHCID 27632904-(Chloromethyl)-1,3-thiazole2회

생성물 1

HCID 86735281HCID 86735281, 화합물수율 92.6%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

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온도
70 °C

실험 절차

A solution of 1-(2,4-dichloro-phenyl)-2-(1-imidazolyl) ethanol (2.4 g, 9.4 mmole) in dry tetrahydrofuran (20 ml) was added to sodium hydride (0.62 g, as an 80% dispersion in oil, 0.02 mole) and warmed at 70° C for 90 minutes. The solution was cooled to 0° C and 4-chloromethylthiazole (1.5 g, 11.2 mmole), dissolved in a little dry tetrahydrofuran, was added. The mixture was stirred at 0° C for 1 hour and at room temperature for 6 hours. Further 4-chloromethylthiazole (0.25 g) was added and the stirring continued for 36 hours. The reaction mixture was then diluted with water (70 ml) and extracted several times with ether. The ether extracts were combined, dried over MgSO4 and evaporated. The oily residue was taken up in dry ether (50 ml) and treated with a solution of HCl in ether. The solid precipitate was collected and recrystallized from a mixture of methanol and di-isopropyl ether to give 1-[2,4-dichloro-β-(4-thiazolylmethoxy) phenethyl]imidazole hydrochloride (1.7 g, 46%) m.p. 183°-184°. (Found: C, 46.3; H, 3.7; N, 10.7. C15H13N3Cl2OS.HCl requires C, 46.1; H, 3.6; N, 10.7%).

후처리

  1. temperatureThe solution was cooled to 0° C
  2. additionwas added
  3. waitthe stirring continued for 36 hours
  4. extractionextracted several times with ether
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. additiontreated with a solution of HCl in ether
  8. customThe solid precipitate was collected
  9. customrecrystallized from a mixture of methanol and di-isopropyl ether

출처 및 근거

ORD 기록
ord-def45323cb3d433197a0a26f4a50ada9
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04062966

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