HCID 23447188, compound → HCID 21585073, compound

HRID 638317Notes

Reaction equation

HRID 638317 reaction equation
[N+:1]([C:4]1[C:5]([N+:18]([O-])=O)=[C:6]([CH:15]=[CH:16][CH:17]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8])([O-])=O>O1CCCC1.[Ni]>[NH2:1][C:4]1[C:5]([NH2:18])=[C:6]([CH:15]=[CH:16][CH:17]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8]

Participants

4

Reactant 1

HCID 23447188HCID 23447188, compound

Product 1

HCID 21585073HCID 21585073, compoundYield 103.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A total of 50 grams of dinitrobenzophenone, assay 96.5 weight percent of which 94 percent was m,m'-dinitrobenzophenone and six weight percent was the m,p'-isomer, dissolved in 400 milliliters of tetrahydrofuran was subjected to hydrogenation in a one-liter autoclave in contact with eight grams of nickel catalyst at a temperature of 150° C. and a hydrogenation pressure of 500 psig (3.5 MPa) until the reaction stopped. On workup, as before, 40.2 grams of diaminobenzophenone were obtained containing nine weight percent of tetrahydrofuran of crystallization.

Sources & evidence

ORD record
ord-e841c879d3ec4664ba33903fc5535608
Source dataset
uspto-grants-1985_12
Patent number
US04560721

Reaction notes

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