HCID 86735036, compound → HCID 20340686, compound

HRID 1395247Notes

Reaction equation

HRID 1395247 reaction equation
[C:1](=[N:35]O)([C:8]1[CH:34]=[CH:33][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24](=[N:31]O)[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:20][CH:19]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(O)C.N.[Ni]>[NH2:31][CH:24]([C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][CH2:15][CH2:14][CH2:13][O:12][C:11]2[CH:10]=[CH:9][C:8]([CH:1]([NH2:35])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:34][CH:33]=2)=[CH:19][CH:20]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

6

Reactant 2

HCID 86735036HCID 86735036, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20340686HCID 20340686, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 702EthanolSolvent

Procedure

The dioxime from Step 2 (6.3 g) is dissolved in ethyl alcohol saturated with ammonia gas (220 ml) and Raney nickel W-6 (2.3 g) added. The mixture is subjected to 650 psi hydrogen pressure and heated to 90° for twenty-two hours. The catalyst is removed by filtration and the solvent is removed by distillation to yield 4.1 g (69% of theory) of colorless crystals mp 120°-3°.

Workup

  1. addition(2.3 g) added
  2. temperatureheated to 90° for twenty-two hours
  3. customThe catalyst is removed by filtration
  4. customthe solvent is removed by distillation

Sources & evidence

ORD record
ord-3c486eb94825436ca364777094f101dd
Source dataset
uspto-grants-1980_05
Patent number
US04202904

Reaction notes

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