Bromine → HCID 10126310, 화합물

HRID 51841

반응식

HRID 51841 반응식
[C:1]([NH:9][C:10]([NH:12][C:13]1[CH:18]=[C:17]([N:19]([CH2:21][CH2:22][O:23][CH3:24])[CH3:20])[CH:16]=[CH:15][C:14]=1[O:25][CH3:26])=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.BrBr>C(Cl)(Cl)Cl>[CH3:26][O:25][C:14]1[C:13]2[N:12]=[C:10]([NH:9][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[S:11][C:18]=2[C:17]([N:19]([CH2:21][CH2:22][O:23][CH3:24])[CH3:20])=[CH:16][CH:15]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 220157361-Benzoyl-3-{2-methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thiourea

생성물 1

HCID 10126310HCID 10126310, 화합물수율 28.1%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a stirred solution of 430 mg (1.15 mmol) 1-benzoyl-3-{2-methoxy-5-[(2-methoxy-ethyl)-methyl-amino]-phenyl}-thiourea in 8 ml chloroform was added dropwise 0.059 ml (1.15 mmol) bromine and the reaction mixture heated at reflux for 18 hours. The mixture was then cooled to room temperature, poured slowly onto water and extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated in vacuo. Flash chromatography (1/4 ethyl acetate/hexane) afforded 120 mg (28%) N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-benzamide as a yellow solid. ES-MS m/e (%): 394 (M+Na+, 14), 372 (M+H+, 100).

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux for 18 hours
  3. additionpoured slowly onto water
  4. extractionextracted three times with ethyl acetate
  5. dry with materialThe combined organic phases were dried over sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a61b9c3d8d1b4f1790842e33b95a037d
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713499B2

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