Ammonia → HCID 20340705, compound

HRID 1395245Notes

Reaction equation

HRID 1395245 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:34]=[CH:35][CH:36]=1)[C:5](=[N:32]O)[C:6]1[CH:31]=[CH:30][C:9]([O:10][CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20](=[N:28]O)[C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=3)=[CH:16][CH:15]=2)=[CH:8][CH:7]=1.N.[H][H]>[Ni].C(O)C>[CH3:27][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=1)[CH:20]([C:17]1[CH:16]=[CH:15][C:14]([O:13][CH2:12][CH2:11][O:10][C:9]2[CH:30]=[CH:31][C:6]([CH:5]([NH2:32])[C:4]3[CH:34]=[CH:35][CH:36]=[C:2]([CH3:1])[CH:3]=3)=[CH:7][CH:8]=2)=[CH:19][CH:18]=1)[NH2:28]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 86735035HCID 86735035, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20340705HCID 20340705, compoundYield 42.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A reaction mixture is prepared from 1,2-bis[4-(3-methylbenzoyl)phenoxy]ethane dioxime (10.6 g, 0.022 mole), 400 ml absolute ethyl alcohol saturated with ammonia gas and Raney nickel catalyst W-6 (2 g). This mixture is subjected to 500 psi hydrogen pressure, heated to 90° and stirred for seven hours. The Raney nickel is removed by filtration and the alcohol and ammonia by distillation. The residual crude material is crystallized from ethanol to yield 4.2 g (42%) of material mp 113°-115°.

Workup

  1. temperatureheated to 90°
  2. customThe Raney nickel is removed by filtration
  3. distillationthe alcohol and ammonia by distillation
  4. customThe residual crude material is crystallized from ethanol

Sources & evidence

ORD record
ord-12f17194d5904b3f95336c2795e5e13a
Source dataset
uspto-grants-1980_05
Patent number
US04202904

Reaction notes

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