Benzoyl isothiocyanate → Ethyl 3-(2-(3-benzoylthioureido)-5-bromopyridin-4-yloxy)-4-chlorobenzoate

HRID 911036ノート

反応式

HRID 911036 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([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])[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[CH:7]=[C:6]([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])[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 66617810Ethyl 3-(2-amino-5-bromopyridin-4-yloxy)-4-chlorobenzoate

生成物 1

HCID 86634758Ethyl 3-(2-(3-benzoylthioureido)-5-bromopyridin-4-yloxy)-4-chlorobenzoate収率 34%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A flask was charged with ethyl 3-(2-amino-5-bromopyridin-4-yloxy)-4-chlorobenzoate (2.76 g, 7.43 mmol), benzoyl isothiocyanate (1.05 ml, 7.80 mmol) and THF (100 mL). The reaction mixture was stirred at ambient temperature overnight and then concentrated. The residue was purified by silica gel column chromatography using 20% ether in hexanes to give the desired product (1.35 g, 34% yield) as light yellow solid.

後処理

  1. concentrationconcentrated
  2. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-65a12d81dda8438aa19fc2c304257d6e
出典データセット
uspto-grants-2011_09
特許番号
US08022222B2

反応ノート

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