HCID 19990428, compound → HCID 19990468, compound

HRID 346152Notes

Reaction equation

HRID 346152 reaction equation
[C:1]([NH:8][C:9]1[C:10]([N+:19]([O-:21])=O)=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:13][CH:14]=1)([C:3](OCC)=[O:4])=[O:2]>C(O)C.[Pt]>[OH:21][N:19]1[C:10]2[C:9](=[CH:14][CH:13]=[CH:12][C:11]=2[C:15]([F:18])([F:17])[F:16])[NH:8][C:1](=[O:2])[C:3]1=[O:4]

Participants

4

Reactant 1

HCID 19990428HCID 19990428, compound

Product 1

HCID 19990468HCID 19990468, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-ethoxalylamino-2-nitrobenzotrifluoride (0.28 g, 0.9 mmol) in 30 ml of 96% ethanol was hydrogenated at atmospheric pressure and room temperature in the presence of 28 mg of 5% platinum on carbon for 5 min. The catalyst was removed by filtration, and the filtrate was evaporated to dryness. The residue was triturated with ether to give 77 mg 34%) of the title compound. M.p. 150° C. dec. 1H-NMR (DMSO-d6): 7.20-7.67 (m, 3H, ArH), appr. 12 (very broad s, 1H, NH); IR (KBr): 1700 cm-1 ; MS (m/e): 246 (28%, M+).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated to dryness
  3. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-770d21031b0743cb9cdd7a532f0d6920
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

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