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Imidazole → HCID 67173176, 화합물

HRID 872619
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HRID 872619 반응식
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][N:5]=[CH:4]1.Br[CH2:9][C:10]1[S:14][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:12][CH:11]=1>CN(C=O)C>[N:3]1([CH2:9][C:10]2[S:14][C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:12][CH:11]=2)[CH:7]=[CH:6][N:5]=[CH:4]1
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참가 물질

5

반응물 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 49757954Ethyl 5-(bromomethyl)thiazole-2-carboxylate

생성물 1

HCID 67173176HCID 67173176, 화합물수율 44%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

To a cooled (0 C) suspension of sodium hydride (60% in oil, 82 mg, 2.05 mmol) in dry DMF (2 ml) was added imidazole (93 mg, 1.37 mmol) as a solution in dry DMF (0.5 ml). Mixture was stirred at RT 45 min, cooled to 0° C. followed by addition of ethyl 5-(bromomethyl)thiazole-2-carboxylate (342 mg, 1.37 mmol) dissolved in dry DMF (2 ml). After being stirred at RT for 20 h, the reaction mixture was evaporated and the residue was taken up in DCM and washed twice with saturated NaCl solution. Thus, 143 mg (44%) of the title compound was obtained. 1H-NMR (400 MHz; d6-DMSO): δ 1.32 (t, 3H), 4.37 (q, 2H), 5.39 (s, 2H), 6.91 (s, 1H), 7.20 (s, 1H), 7.75 (s, 1H), 7.93 (s, 1H).

후처리

  1. temperatureTo a cooled
  2. temperaturecooled to 0° C.
  3. stirringAfter being stirred at RT for 20 h
  4. customthe reaction mixture was evaporated
  5. washwashed twice with saturated NaCl solution

출처 및 근거

ORD 기록
ord-12a2e719432549208b060e46e4736628
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08975254B2

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