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

HRID 918600

반응식

HRID 918600 반응식
[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]

참가 물질

6

반응물 3

HCID 3939Lithium HydroxideHCID 1199263-(Aminosulfonyl)-5-nitro-4-phenoxybenzoic acidHCID 178418361HCID 178418361, 화합물2회

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6e8efe1a28ff414796e2748bc3b877ca
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03971819

연결된 노트

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