Methyl 4-(bromomethyl)benzoate → HCID 667702, 화합물

HRID 2292650노트

반응식

HRID 2292650 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[SH:10].[CH3:11][O:12][C:13](=[O:22])[C:14]1[CH:19]=[CH:18][C:17]([CH2:20]Br)=[CH:16][CH:15]=1>CO>[CH3:11][O:12][C:13](=[O:22])[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][S:10][C:2]2[NH:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:1]=2)=[CH:16][CH:15]=1

참가 물질

4

반응물 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 178527775HCID 178527775, 화합물

생성물 1

HCID 667702HCID 667702, 화합물수율 60.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1H-Benzoimidazol-2-thiol (1.5 g, 0.01 mol) and 4-bromomethyl benzoic acid methyl ester (2.29 g; 0.01 mol) were heated at reflux in methanol (100 mL) for a period of 24 hours. The solvent was evaporated. The residue was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution, then with water. The organic phase was evaporated. The residue was dissolved in methanol. The resulting solution was saturated with hydrogen chloride. The solution was then concentrated to the precipitation point. The solid was collected and dried to give (1.8 g, 54% yield) of the title compound as a mono-hydrochloride, white solid, m.p. 229°-231° C. Anal. Calcd. for C16H14N2 O2S.HCl: C, 57.40; H, 4.52; N, 8.37. Found: C, 57.54; H, 4.47; N, 8.36. Mass spectrum (EI; M+) m/z 298. 1H-NMR (DMSO-d6 ; 400 MHz) δ 7.89 (d, 2H0, 7.62-7.65 (m, 4H); 7.39 (m, 2H), 4.89 (s, 2H), and 3.81 (s, 3H).

후처리

  1. customThe solvent was evaporated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with saturated sodium bicarbonate solution
  4. customThe organic phase was evaporated
  5. dissolutionThe residue was dissolved in methanol
  6. concentrationThe solution was then concentrated to the precipitation point
  7. customThe solid was collected
  8. customdried

출처 및 근거

ORD 기록
ord-1e686187f4374416b985b1a0f2c398b8
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05684030

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