Nitromethane → HCID 54457023, compound

HRID 358549Notes

Reaction equation

HRID 358549 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH:8]=O)(=[O:3])[CH3:2].C([O-])(=O)C.[NH4+].[N+:23]([CH3:26])([O-:25])=[O:24]>>[CH2:14]([N:13]([C:12]1[CH:11]=[CH:10][C:7]([CH:8]=[CH:26][N+:23]([O-:25])=[O:24])=[CH:6][C:5]=1[NH:4][C:1](=[O:3])[CH3:2])[CH2:16][CH3:17])[CH3:15]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 20065538HCID 20065538, compound

Product 1

HCID 54457023HCID 54457023, compoundYield 36%

Conditions

Temperature
100 °C

Procedure

A solution was prepared by dissolving 28 grams (0.12 mol) of 3-acetylamino-4-(N,N-diethylamino)benzaldehyde in 120 ml of nitromethane, and added with 4 grams of ammonium acetate. The mixture was heated at 100° C. for 5 hours under agitation. The reaction solution was then cooled on a dry ice-acetone bath until crystallization had been completed. The separated solid (crystal) was filtered off and dried in vacuum. The obtained product was recrystallized from acetonitrile for two times. An amount of 10 grams of red crystals was obtained. The yield was 36%.

Workup

  1. customA solution was prepared
  2. temperatureThe reaction solution was then cooled on a dry ice-acetone bath until crystallization
  3. filtrationThe separated solid (crystal) was filtered off
  4. customdried in vacuum
  5. customThe obtained product was recrystallized from acetonitrile for two times

Sources & evidence

ORD record
ord-da22df34b1e04f49816b37ed1d40196f
Source dataset
uspto-grants-1991_03
Patent number
US04997595

Reaction notes

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