Toluene → HCID 605233, 화합물

HRID 1863105노트

반응식

HRID 1863105 반응식
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][O:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[C:11]([N+:20]([O-])=O)[CH:12]=[C:13]([O:18][CH3:19])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.C1(C)C=CC=CC=1.O.NN>[Ni].C(O)C>[NH2:20][C:11]1[CH:12]=[C:13]([O:18][CH3:19])[CH:14]=[C:15]2[C:10]=1[N:9]=[C:8]([O:7][CH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:24][CH:23]=1)[CH:17]=[CH:16]2

참가 물질

6

반응물 3

HCID 1140TolueneHCID 24654Hydrazine hydrate (1:1)HCID 580807HCID 580807, 화합물

생성물 1

HCID 605233HCID 605233, 화합물수율 97%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

실험 절차

The foregoing nitro compound (34.48 g, 0.1 mole), 500 ml of a 1:1 mixture (v/v) of toluene and ethanol, 10 g wet Raney nickel, and 50 ml 85% hydrazine hydrate was refluxed for 6 hr. Thereafter, the condenser was placed for distillation and heated until vapors at the still-head were alkaline. A small amount of hydroquinone was added, and the hot mixture filtered. The filtrates were concentrated in vacuo, leached with a little warm ethanol, then crystallized from ethanol (charcoal). The 8-amino-2-(4-chlorobenzyloxy)-6-methoxyquinoline was obtained in 97% yield; mp 123.5°-125°.

후처리

  1. distillationThereafter, the condenser was placed for distillation
  2. temperatureheated until vapors at the
  3. additionA small amount of hydroquinone was added
  4. filtrationthe hot mixture filtered
  5. concentrationThe filtrates were concentrated in vacuo
  6. temperaturea little warm ethanol
  7. customcrystallized from ethanol (charcoal)

출처 및 근거

ORD 기록
ord-74e153f6840f4cdbad9c2588e0faef28
출처 데이터셋
uspto-grants-1979_09
특허 번호
US04167638

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