1-Chloro-4-nitrobenzene → 4,4'-Diaminodiphenyl Ether

HRID 1071899ノート

反応式

HRID 1071899 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)=CC=1.[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

6

反応物 4

HCID 74741-Chloro-4-nitrobenzeneHCID 14798Sodium HydroxideHCID 692252-Hydroxy-5-nitrobenzenesulfonic 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 4-chloronitrobenzene 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-f2a7d5f82f14418588c8952d1bd63b0e
出典データセット
uspto-grants-2005_06
特許番号
US06908719B1

反応ノート

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