Benzoyl isothiocyanate → HCID 86631470, 화합물

HRID 911776노트

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HRID 911776 반응식
[NH2:1][C:2]1[C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=2[Cl:20])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]([Br:21])=[CH:4][N:3]=1.[C:22]([N:30]=[C:31]=[S:32])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1COCC1>[C:22]([NH:30][C:31](=[S:32])[NH:1][C:2]1[C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=2[Cl:20])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]([Br:21])=[CH:4][N:3]=1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

4

반응물 2

HCID 68284Benzoyl isothiocyanateHCID 66994785Ethyl 3-(2-amino-5-bromopyridin-3-yloxy)-4-chlorobenzoate

생성물 1

HCID 86631470HCID 86631470, 화합물수율 51%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Ethyl 3-(2-amino-5-bromopyridin-3-yloxy)-4-chlorobenzoate (9.645 g, 25.95 mmol) and benzoyl isothiocyanate (4.659 g, 28.55 mmol) were placed in THF (250 mL) and the reaction mixture was stirred at room temperature for 18 hours, then heated at 55° C. for two days. THF was removed and the residue was purified by silica gel chromatography (5-25% EtOAc in hexane) to provide ethyl 3-(2-(3-benzoylthioureido)-5-bromopyridin-3-yloxy)-4-chlorobenzoate (7.08 g, 51.0%) as a yellow solid.

후처리

  1. temperatureheated at 55° C. for two days
  2. customTHF was removed
  3. customthe residue was purified by silica gel chromatography (5-25% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-821ab07279f344119f7e7fcfd0eea4fc
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022223B2

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