Acetic Anhydride → 6-Bromo-2-methyl-4H-3,1-benzoxazin-4-one

反応式

[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](OC(=O)C)(=O)[CH3:13]>>[Br:11][C:8]1[CH:9]=[CH:10][C:2]2[N:1]=[C:12]([CH3:13])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

参加物

反応物 2

HCID 7918Acetic Anhydride

HCID 798582-Amino-5-bromobenzoic acid

生成物 1

HCID 27971426-Bromo-2-methyl-4H-3,1-benzoxazin-4-one収率 85%

実験手順

2-Amino-5-bromobenzoic acid (25 g, 116 mmol) was added in portions to acetic anhydride (150 mL) giving a slightly exothermic reaction to 30° C. The suspension was heated at reflux for 2 h. The product crystallized spontaneously upon cooling. After stirring in ice for 30 min, the crystals were filtered off and washed twice with heptane. The crystals were thoroughly dried at 0.1 mbar/50° C. One obtained 22.4 g (85%) of beige crystals. MS: m/z=239/241 (M).

後処理

customgiving
customa slightly exothermic reaction to 30° C
temperatureThe suspension was heated
temperatureat reflux for 2 h
customThe product crystallized spontaneously
temperatureupon cooling
filtrationthe crystals were filtered off
washwashed twice with heptane
customThe crystals were thoroughly dried at 0.1 mbar/50° C

出典と根拠

ORDレコード: ord-c8e59a2becb04486bdd9575972ab5d27
出典データセット: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07728142B2

反応ノート

読み込み中…

参加物