Ammonium Hydroxide → HCID 10537621, compound

HRID 1050186Notes

Reaction equation

HRID 1050186 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[NH4+:17].[OH-]>C1COCC1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:12]=1)[C:7]([NH2:17])=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 226083993-Nitro-5-(trifluoromethyl)benzoyl chloride

Product 1

HCID 10537621HCID 10537621, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

To a mixture of 3-nitro-5-(trifluoromethyl)benzoyl chloride (1.8 g, 7.10 mmol) in THF (20 mL) was added NH4OH (2.96 mL, 21.30 mmol) at 20° C. The mixture was stirred at 20° C. for 12 h. LCMS showed the reaction was finished. The mixture was extracted with EA, washed with water, and concentrated to give 3-nitro-5-(trifluoromethyl)benzamide (1.5 g, 5.86 mmol, 83% yield): 1H NMR (400 MHz, DMSO-d6) δ 8.91 (s, 1H), 8.62 (br.s, 2H), 8.53 (s, 1H), 7.93 (s., 1H). ES-LCMS m/z 235 (M+H).

Workup

  1. extractionThe mixture was extracted with EA
  2. washwashed with water
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-53c203ec4ecf486d951832bd5bac4197
Source dataset
uspto-grants-2016_07
Patent number
US09382238B2

Reaction notes

Loading…