Water → 1,5-Diaminonaphthalene

HRID 2399093

반응식

HRID 2399093 반응식
[N+:1]([C:4]1[C:13]2[C:8](=[C:9]([N+:14]([O-])=O)[CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1)([O-])=O.O.[H][H]>NC1C=CC=CC=1.[Pd]>[NH2:1][C:4]1[C:13]2[C:8](=[C:9]([NH2:14])[CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 118031,5-DinitronaphthaleneHCID 178418361HCID 178418361, 화합물4회

생성물 1

HCID 167201,5-Diaminonaphthalene수율 55.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6115Aniline용매

반응 조건

온도
20 °C

실험 절차

60 g (0.275 mol) of 1,5-dinitro naphthalene were suspended, in a 700 ml stirrer autoclave, in 340 ml of aniline and treated with 8 g of water-moist, 5% strength catalyst of palladium on activated charcoal, corresponding to 2.8 g of dry catalyst. Hydrogenation was performed at a temperature of about 100° C. and an initial hydrogen pressure of about 10 bars. As soon as the hydrogen pressure dropped to 5 bars, the hydrogen supply was stepped up until the original value of 10 bars was reattained. After 104 minutes the hydrogen uptake was finished and the reaction over. The catalyst was separated off at about 70° C. by filtration and the filtrate cooled to 20° C. whereupon 1,5-diamino naphthalene crystallized out. The crystallate was then filtered off and washed twice with 50 ml of methanol; 24 g of 1,5-diamino naphthalene were obtained with a m.p. of 189°-190° C.

후처리

  1. customwas performed at a temperature of about 100° C.
  2. customthe reaction over
  3. customThe catalyst was separated off at about 70° C. by filtration
  4. customcrystallized out
  5. filtrationThe crystallate was then filtered off
  6. washwashed twice with 50 ml of methanol

출처 및 근거

ORD 기록
ord-6854e970db9242078559e2e9f45358fe
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04026944

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