Nitromethane → HCID 53677741, compound

HRID 358546Notes

Reaction equation

HRID 358546 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[CH:8]=[CH:7][C:4]=1[CH:5]=O.C([O-])(=O)C.[NH4+].[N+:21]([CH3:24])([O-:23])=[O:22]>>[CH2:12]([N:11]([C:9]1[CH:8]=[CH:7][C:4]([CH:5]=[CH:24][N+:21]([O-:23])=[O:22])=[C:3]([O:2][CH3:1])[CH:10]=1)[CH2:14][CH3:15])[CH3:13]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 7808834-(diethylamino)-2-methoxybenzaldehyde

Product 1

HCID 53677741HCID 53677741, compoundYield 44%

Conditions

Temperature
100 °C

Procedure

A solution was prepared by dissolving 30 grams (0.14 mol) of 2-methoxy-4-(N,N-diethylamino)benzaldehyde in 150 ml of nitromethane, and added with 4 grams of ammonium acetate. The mixture wa 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 16 grams of red crystals was obtained. The yield was 44%.

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-77e9d104efa54e6dba1a34850784dfb3
Source dataset
uspto-grants-1991_03
Patent number
US04997595

Reaction notes

Loading…