Benzoyl isothiocyanate → HCID 86631470、化合物

HRID 1806022ノート

反応式

HRID 1806022 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 86631470HCID 86631470、化合物収率 51%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-b1c0906dcb4f4c6ab91e6557c64a9de3
出典データセット
uspto-grants-2013_01
特許番号
US08354540B2

反応ノート

読み込み中…