Nitrite → Nitroso acetamidophenol

HRID 641111

반응식

HRID 641111 반응식
[C:1]([NH:4][C:5]1[CH:6]=[C:7](O)[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2].[N:12]([O-])=[O:13].N([O-])=[O:16].[Na+].N([O-])=O.[K+]>>[N:12]([CH2:2][C:1]([NH:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[OH:16])=[O:3])=[O:13]

참가 물질

5

실험 절차

According to this scheme 1a, the compounds of formula (Ia) are prepared by reaction of an appropriate 3-acetamidophenol compound (1) with a nitrite (2), such as a sodium nitrite (X═Na), a potassium nitrite (X═K), etc., at a temperature of −3° C. The nitroso acetamidophenol (3) thus obtained is subsequently reacted with 1,3-dihydroxynaphthalene (4) in a solvent such as butanol, by heating to a temperature of approximately 70° C., then adding concentrated sulfuric acid and continuing the heating to 90° C., and then cooling, so as to form the appropriate 9-acetamido-benzo[a]phenoxazin-5-one. The latter compound is subsequently hydrolyzed by heating with moderately concentrated sulfuric acid so as to give the 9-amino-benzo[a]phenoxazin-5-one (5). The last step is equivalent to that of scheme 1.

후처리

  1. customat a temperature of −3° C

출처 및 근거

ORD 기록
ord-a475a9d865ae42dbbce8b42d5588989d
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07695930B2

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