Nitromethane → HCID 53832160, compound

HRID 358548Notes

Reaction equation

HRID 358548 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[CH:5]=O.C([O-])(=O)C.[NH4+].[N+:20]([CH3:23])([O-:22])=[O:21]>>[CH2:11]([N:10]([C:9]1[CH:8]=[CH:7][C:4]([CH:5]=[CH:23][N+:20]([O-:22])=[O:21])=[CH:3][C:2]=1[CH3:1])[CH2:13][CH3:14])[CH3:12]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 20065536HCID 20065536, compound

Product 1

HCID 53832160HCID 53832160, compoundYield 45%

Conditions

Temperature
100 °C

Procedure

A solution was prepared by dissolving 30 grams (0.16 mol) of 3-methyl-4-(N,N-diethylamino)benzaldehyde in 150 ml of nitromethane, and added with 5 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 17 grams of red crystals was obtained. The yield was 45%.

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-b6613652d41749e288e30a7b7e9c9e42
Source dataset
uspto-grants-1991_03
Patent number
US04997595

Reaction notes

Loading…