Toluene → HCID 605233、化合物

HRID 1863105ノート

反応式

HRID 1863105 の反応式
[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

参加物

6

反応物 3

HCID 1140TolueneHCID 24654Hydrazine hydrate (1:1)HCID 580807HCID 580807、化合物

生成物 1

HCID 605233HCID 605233、化合物収率 97%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

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°.

後処理

  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)

出典と根拠

ORDレコード
ord-74e153f6840f4cdbad9c2588e0faef28
出典データセット
uspto-grants-1979_09
特許番号
US04167638

反応ノート

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