Ethyl bromopyruvate → HCID 136343490, 화합물

HRID 1988723노트

반응식

HRID 1988723 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6](=[S:8])[NH2:7].Br[CH2:10][C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13]>>[CH2:15]([O:14][C:12]([C:11]1[N:7]=[C:6]([C:2]2[NH:1][CH:5]=[CH:4][N:3]=2)[S:8][CH:10]=1)=[O:13])[CH3:16]

참가 물질

3

반응물 2

HCID 66144Ethyl bromopyruvateHCID 185216481H-Imidazole-2-carbothioamide

생성물 1

HCID 136343490HCID 136343490, 화합물수율 57.1%

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온도
75 °C

실험 절차

A mixture of 1H-Imidazole-2-carbothioic acid amide (200 mg, 1.57 mmol) and Ethyl bromopyruvate (340 mg, 1.57 mmol) is heated at 75° C. for about 5 hours. After the volatiles are evaporated in vacuo, the residue is partitioned between Ethyl acetate (40 mL) and aqueous NaHCO3 (10 mL). The organic layer is separated, washed with water, dried and concentrated. The residue is purified on a silica gel column with 3% MeOH in CH2Cl2 as eluent to give 200 mg of the titled compound. 1H NMR (CDCl3): δ 8.15 (s, 1H), 7.20 (br, 1H), 7.10 (br, 1H), 4.33 (q, 2H), 1.23 (t, 3H). LRMS calcd 223. found 224 (MH+).

후처리

  1. customAfter the volatiles are evaporated in vacuo
  2. customthe residue is partitioned between Ethyl acetate (40 mL) and aqueous NaHCO3 (10 mL)
  3. customThe organic layer is separated
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated
  7. customThe residue is purified on a silica gel column with 3% MeOH in CH2Cl2 as eluent

출처 및 근거

ORD 기록
ord-3d4162c990e64ee0b54af11043fd7eea
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07642267B2

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