Water → 5-Nitro-3,4-dihydro-2H-1,4-benzoxazine

HRID 868984ノート

反応式

HRID 868984 の反応式
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:11].Br[CH2:13][CH2:14]Br.[OH-].[K+].O>CN(C)C=O>[N+:8]([C:7]1[C:2]2[NH:1][CH2:14][CH2:13][O:11][C:3]=2[CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

参加物

6

反応物 4

HCID 962WaterHCID 78391,2-DibromoethaneHCID 14797Potassium HydroxideHCID 41154952-Amino-3-Nitrophenol

生成物 1

HCID 150923655-Nitro-3,4-dihydro-2H-1,4-benzoxazine収率 14.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
200 °C

実験手順

To a solution of 2-amino-3-nitrophenol (15.0 g, 97 mmol) and 1,2-dibromoethane (29.1 g, 155 mmol) in dimethylformamide (80 mL) was added KOH (10.9 g, 194 mmol) at 180° C. After stirring at 200° C. for 2 days, the mixture was poured to 150 g water. The mixture was concentrated under reduced pressure. The crude product was purified using column chromatography to give the title compound (2.50 g) as a red solid. MS (ESI): m/z 181 [M+H]+

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customThe crude product was purified

出典と根拠

ORDレコード
ord-54d706f37cf44ef6bb24c7d791c52aa0
出典データセット
uspto-grants-2015_03
特許番号
US08969349B2

反応ノート

読み込み中…