Lithium Hydroxide → 3-Amino-4-phenoxy-5-sulfamoylbenzoic acid

HRID 918600

反応式

HRID 918600 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([S:20](=[O:23])(=[O:22])[NH2:21])[C:12]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7]([OH:9])=[O:8])([O-])=O.[OH-].[Li+].[H][H]>O.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([S:20](=[O:23])(=[O:22])[NH2:21])[C:12]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7]([OH:9])=[O:8]

参加物

6

反応物 3

HCID 3939Lithium HydroxideHCID 1199263-(Aminosulfonyl)-5-nitro-4-phenoxybenzoic acidHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 1199273-Amino-4-phenoxy-5-sulfamoylbenzoic acid

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒

実験手順

A suspension of 3-nitro-4-phenoxy-5-sulphamyl-benzoic acid (20 g) in water (100 ml) was adjusted to a pH of 8 by the addition of 1N lithium hydroxide. The resulting solution was hydrogenated at room temperature and 1.1 atmosphere hydrogen pressure, using a palladium-on-carbon catalyst (0.6 g catalyst containing 10% pd). After the hydrogen uptake had become negligible, the catalyst was removed by filtration, and the 3-amino- 4-phenoxy-5-sulphamyl-benzoic acid was precipitated from the filtrate by the addition of 4N hydrochloric acid until the pH was 2.5. After recrystallization from aqueous ethanol and drying, the melting point was 255°-256°C.

後処理

  1. customwas hydrogenated at room temperature
  2. customthe catalyst was removed by filtration
  3. customthe 3-amino- 4-phenoxy-5-sulphamyl-benzoic acid was precipitated from the filtrate by the addition of 4N hydrochloric acid until the pH was 2.5
  4. customAfter recrystallization from aqueous ethanol
  5. customdrying

出典と根拠

ORDレコード
ord-6e8efe1a28ff414796e2748bc3b877ca
出典データセット
uspto-grants-1976_07
特許番号
US03971819

関連ノート

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