1-Nitronaphthalene → 1,8-Diaminonaphthalene

HRID 2399092

반응식

HRID 2399092 반응식
[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

참가 물질

7

반응물 4

HCID 68491-NitronaphthaleneHCID 117641,8-DinitronaphthaleneHCID 612684DinitronaphthaleneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 680671,8-Diaminonaphthalene수율 86%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 1140Toluene용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-bd29bb3ce1c14dde91f698fa35ed27eb
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04026944

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