Nitrobenzene → 1-(3'-Nitrophenylamino)-5-phenylmercaptoanthraquinone

HRID 1704310

反応式

HRID 1704310 の反応式
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:24])[C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl[C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[CH:27]=1.C(=O)([O-])[O-].[Na+].[Na+].[N+](C1C=CC=CC=1)([O-])=O>>[N+:32]([C:28]1[CH:27]=[C:26]([NH:1][C:2]2[C:15]3[C:14](=[O:16])[C:13]4[C:8](=[C:9]([S:17][C:18]5[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=5)[CH:10]=[CH:11][CH:12]=4)[C:7](=[O:24])[C:6]=3[CH:5]=[CH:4][CH:3]=2)[CH:31]=[CH:30][CH:29]=1)([O-:34])=[O:33]

参加物

5

反応物 4

HCID 7416NitrobenzeneHCID 84891-Chloro-3-nitrobenzeneHCID 10340Sodium CarbonateHCID 215200141-Amino-5-(phenylsulfanyl)anthracene-9,10-dione

生成物 1

HCID 227591761-(3'-Nitrophenylamino)-5-phenylmercaptoanthraquinone収率 81%

実験手順

A mixture of 23.2 parts of 1-amino-5-phenylmercaptoanthraquinone, 14.35 parts of 1-chloro-3-nitrobenzene, 7 parts of sodium carbonate and 140 parts of nitrobenzene is dehydrated in the course of one hour, whilst stirring at the boiling point and whilst passing a stream of nitrogen through the mixture. After adding 0.42 part of copper-I chloride, the mixture is kept at 205°-210° for 18 hours, whilst a moderate stream of nitrogen is passed through. After cooling to 20°, the reaction product is filtered off, washed with nitrobenzene, ethanol and hot water and finally heated to the boil with 5% strength hydrochloric acid, filtered off, washed until acidfree and dried. This gives 25.7 parts (81% of theory) of 1-(3'-nitrophenylamino)-5-phenylmercaptoanthraquinone; melting point 246°. The colorant dyes polyester orange in bulk.

後処理

  1. customis dehydrated in the course of one hour
  2. temperatureAfter cooling to 20°
  3. filtrationthe reaction product is filtered off
  4. washwashed with nitrobenzene, ethanol and hot water
  5. temperaturefinally heated to the boil with 5% strength hydrochloric acid
  6. filtrationfiltered off
  7. washwashed until acidfree
  8. customdried

出典と根拠

ORDレコード
ord-d659ac2296904f8e92fd1628126f7fb9
出典データセット
uspto-grants-1978_11
特許番号
US04126626

関連ノート

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