1-Nitronaphthalene → 1,8-Diaminonaphthalene

HRID 2399092

反応式

HRID 2399092 の反応式
[N+](C1C=CC2C(=CC=CC=2)C=1[N+]([O-])=O)([O-])=O.[N+:17]([C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][C:28]=2[N+:30]([O-])=O)[CH:23]=[CH:22][CH:21]=1)([O-])=O.[N+](C1C2C(=CC=CC=2)C=CC=1)([O-])=O.[H][H]>C1(C)C=CC=CC=1.[Pt]>[NH2:17][C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][C:28]=2[NH2:30])[CH:23]=[CH:22][CH:21]=1

参加物

7

反応物 4

HCID 68491-NitronaphthaleneHCID 117641,8-DinitronaphthaleneHCID 612684DinitronaphthaleneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 680671,8-Diaminonaphthalene収率 86%

試薬・触媒・溶媒 2

HCID 23939Platinum触媒HCID 1140Toluene溶媒

実験手順

88 g of dinitro naphthalene with a content of 89.8% by weight of 1,8-dinitro naphthalene, 7.8% by weight of 1,5- and 1,3-dinitro naphthalene, less than 0.1% by weight each of 1,3,8- , 1,4,5- , 1,3,5-trinitronaphthalene, 1,7- , 1,6- and 1,4-dinitro naphthalene, α-nitro-naphthalene as well as less than 0.4% by weight of other unknown impurities, were hydrogenated, in a 0.7 liter stirrer autoclave, in 300 ml of toluene in the presence of 4 g of 1% by weight catalyst of platinum on activated charcoal, at a temperature of 50° C. and a constant hydrogen pressure of 10 bars. Hydrogenation was completed after 10 hours, the reaction solution was filtered off from the catalyst and fractionally distilled in vacuo. 49 g of 1,8-diamino naphthalene of 98-99% purity were obtained in the boiling range 140°-142° C. at a pressure of 0.2 mm Hg; this corresponds to a yield of 86% of the theory.

後処理

  1. customat a temperature of 50° C.
  2. filtrationthe reaction solution was filtered off from the catalyst
  3. distillationfractionally distilled in vacuo

出典と根拠

ORDレコード
ord-bd29bb3ce1c14dde91f698fa35ed27eb
出典データセット
uspto-grants-1977_05
特許番号
US04026944

関連ノート

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