Acetic Anhydride → 5-Chloro-2-methyl-4H-3,1-benzoxazin-4-one

반응식

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

참가 물질

반응물 2

HCID 7918Acetic Anhydride

HCID 750712-Amino-6-chlorobenzoic acid

생성물 1

HCID 124789225-Chloro-2-methyl-4H-3,1-benzoxazin-4-one수율 46%

반응 조건

온도: 120 °C

실험 절차

2-amino-6-chlorobenzoic acid (25 g) dissolved in acetic anhydride (100 ml) was stirred at 120° C. for 2 hours. The mixture was cooled to room temperature and filtered off. The precipitate was washed with water and Na2CO3 (10%) and dissolved in CH2Cl2. The solution was dried with Na2SO4, filtered off and evaporated. The residue was crystallized twice from benzene, yielding 13 g (46%) of 5-chloro-2-methyl-4H-3,1-benzoxazin-4-one; mp. 148.7° C. (interm. 14).

후처리

temperatureThe mixture was cooled to room temperature
filtrationfiltered off
washThe precipitate was washed with water and Na2CO3 (10%)
dissolutiondissolved in CH2Cl2
dry with materialThe solution was dried with Na2SO4
filtrationfiltered off
customevaporated
customThe residue was crystallized twice from benzene

출처 및 근거

ORD 기록: ord-b5389765c6734447ac5744451fc56370
출처 데이터셋: uspto-grants-1996_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05552399

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