Nitromethane → HCID 54457023, compound

HRID 358943Notes

Reaction equation

HRID 358943 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-15aef045187f40e98e8b80b43cb9947a
Source dataset
uspto-grants-1991_03
Patent number
US04999139

Reaction notes

Loading…