HCID 135428345, compound → 1,4-Bis(alpha-aminobenzyl)benzene

HRID 1395253Notes

Reaction equation

HRID 1395253 reaction equation
[C:1](=[N:23]O)([C:8]1[CH:13]=[CH:12][C:11]([C:14](=[N:21]O)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=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]>[NH2:21][CH:14]([C:11]1[CH:12]=[CH:13][C:8]([CH:1]([NH2:23])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:9][CH:10]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 2

HCID 135428345HCID 135428345, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 203406881,4-Bis(alpha-aminobenzyl)benzene

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 702EthanolSolvent

Procedure

The dioxime from Step 2 (30 g) is dissolved in ethyl alcohol (300 ml), saturated with ammonia gas and Raney nickel catalyst W-6 (2 g) added. The mixture is subjected to 700 psi hydrogen pressure and heated at 70° for three hours. The catalyst is removed by filtration and 220 ml of ethanol is removed by distillation. The pale yellow precipitate is filtered and dried.

Workup

  1. addition(2 g) added
  2. temperatureheated at 70° for three hours
  3. customThe catalyst is removed by filtration and 220 ml of ethanol
  4. customis removed by distillation
  5. filtrationThe pale yellow precipitate is filtered
  6. customdried

Sources & evidence

ORD record
ord-9d13d61ba8d44ee299af2f117325c21f
Source dataset
uspto-grants-1980_05
Patent number
US04202904

Reaction notes

Loading…