Nitrite → Nitroso acetamidophenol

HRID 29028

反応式

HRID 29028 の反応式
[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]

参加物

5

実験手順

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.

後処理

  1. customat a temperature of −3° C

出典と根拠

ORDレコード
ord-520c41d065c54d5f8ad958d78d81c2b6
出典データセット
uspto-grants-2008_09
特許番号
US07420054B2

関連ノート

読み込み中…