Nitromethane → HCID 53860532, compound

HRID 844326Notes

Reaction equation

HRID 844326 reaction equation
[N+:1]([CH3:4])([O-:3])=[O:2].[CH3:5][N:6]([CH3:19])[C:7]1[CH:8]=[C:9]([CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[CH:10]=O.C([O-])(=O)C.[NH4+]>C(O)(=O)C>[CH3:5][N:6]([CH3:19])[C:7]1[CH:14]=[C:13]([C:15]([F:16])([F:17])[F:18])[CH:12]=[C:9]([CH:10]=[CH:4][N+:1]([O-:3])=[O:2])[CH:8]=1

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 18543782HCID 18543782, compound

Product 1

HCID 53860532HCID 53860532, compoundYield 36.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
110 °C

Procedure

Nitromethane (0.473 g) is added to a solution of 3-dimethylamino-5-trifluoromethyl-benzaldehyde (0.885 g) and ammonium acetate (0.339 g) in acetic acid (3.4 mL) and the solution is heated at 110 ° C. for 6 hours. The reaction mixture is cooled to 0 ° C. and a solid forms which is filtered and washed with 1:1 water-acetic acid. This solid is recrystallized from ethanol to provide the desired product as a red solid (0.39 g).

Workup

  1. temperatureThe reaction mixture is cooled to 0 ° C.
  2. filtrationa solid forms which is filtered
  3. washwashed with 1:1 water-acetic acid
  4. customThis solid is recrystallized from ethanol

Sources & evidence

ORD record
ord-4c8e4ab90bda424d992f132f37e7737b
Source dataset
uspto-grants-2002_04
Patent number
US06380243B1

Reaction notes

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