HCID 58723691, compound → HCID 59596342, compound

HRID 1993579Notes

Reaction equation

HRID 1993579 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[C:7]([N:9]([CH3:11])[CH3:10])=[O:8])([O-])=O>C1COCC1.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([C:15]([F:16])([F:17])[F:18])[CH:14]=1)[C:7]([N:9]([CH3:11])[CH3:10])=[O:8]

Participants

4

Reactant 1

HCID 58723691HCID 58723691, compound

Product 1

HCID 59596342HCID 59596342, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Hydrogenation of (3-nitro-N,N-dimethyl-5-trifluoromethyl-benzamide (12.6 g, 48 mmol) in THF (250 ml) in the presence of Raney-Nickel (3 g), filtration through celite, concentration of the filtrate and crystallization from hexane gives the title compound: m.p.: 154° C.; MS: [M+1]+=233; 1H-NMR (CD3OD): 6.97 (s, 1H), 6.84 (s, 2H), 3.09 (s, 3H), 2.99 (s, 3H).

Workup

  1. customthrough celite, concentration of the filtrate and crystallization from hexane

Sources & evidence

ORD record
ord-26764a7a965f4a95bb4fac24d1fbfe31
Source dataset
uspto-grants-2010_01
Patent number
US07652022B2

Reaction notes

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