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

반응식

[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

참가 물질

반응물 2

HCID 7918Acetic Anhydride

HCID 798582-Amino-5-bromobenzoic acid

생성물 1

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

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록: ord-c8e59a2becb04486bdd9575972ab5d27
출처 데이터셋: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07728142B2

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