2-Chloro-5-nitrobenzenesulfonic acid → 4,4'-Diaminodiphenyl Ether

HRID 1071895ノート

反応式

HRID 1071895 の反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-])=O)=[C:6](S(O)(=O)=O)[CH:7]=1.O[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][C:17]=1S(O)(=O)=O.ClC1C=CC([N+]([O-])=O)=C(S(O)(=O)=O)C=1.ClC1C=CC([N+]([O-])=O)=CC=1S(O)(=O)=O.[OH-].[Na+]>[C].[Pd]>[CH:6]1[C:5]([NH2:12])=[CH:4][CH:3]=[C:2]([O:1][C:16]2[CH:17]=[CH:18][C:19]([NH2:22])=[CH:20][CH:21]=2)[CH:7]=1

参加物

7

反応物 5

HCID 73102-Chloro-5-nitrobenzenesulfonic acidHCID 14798Sodium HydroxideHCID 692252-Hydroxy-5-nitrobenzenesulfonic acidHCID 134631585-Chloro-2-nitrobenzene-1-sulfonic acidHCID 22389735HCID 22389735、化合物

生成物 1

HCID 75794,4'-Diaminodiphenyl Ether

試薬・触媒・溶媒 1

HCID 178418390HCID 178418390、化合物触媒

実験手順

A 5-hydroxy-2-nitrobenzenesulfonic acid derivative (e.g. sodium 5-hydroxy-2-nitrobenzenesulfonate) or a 2-hydroxy-5-nitrobenzenesulfonic acid derivative (e.g. sodium 2-hydroxy-5-nitrobenzenesulfonate) is reacted with a 5-chloro-2-nitrobenzenesulfonic acid derivative or a 2-chloro-5-nitrobenzenesulfonic acid derivative in the presence of an alkali (e.g. sodium hydroxide), followed by hydrogenation using palladium-carbon, to give the corresponding 4,4′-diaminodiphenyl ether derivative. This is diazotized using sodium nitrite under acidic conditions in the presence of hydrochloric acid, followed by reaction with sodium azide, to give the desired product.

出典と根拠

ORDレコード
ord-e08b178ce0d141aba33801356614f0b7
出典データセット
uspto-grants-2005_06
特許番号
US06908719B1

反応ノート

読み込み中…