Dimethylformamide → HCID 21521210, compound

HRID 918554Notes

Reaction equation

HRID 918554 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[N:7]([CH2:10][CH3:11])[CH2:8][CH3:9])([O-:3])=[O:2].P(Cl)(Cl)(Cl)=O.CN(C)[CH:22]=[O:23]>>[N+:1]([C:4]1[CH:5]=[C:6]([N:7]([CH2:10][CH3:11])[CH2:8][CH3:9])[CH:12]=[CH:13][C:14]=1[CH:22]=[O:23])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 75186Benzenamine, N,N-diethyl-3-nitro-

Product 1

HCID 21521210HCID 21521210, compoundYield 27%

Conditions

Temperature
60 °C

Procedure

38 parts of m-nitrodiethylaniline is introduced into a mixture of 48 parts of phosphorus oxychloride in 120 parts of dimethylformamide. After having been stirred for six hours at 60°C the mixture is poured into ice-water and the precipitate is suction filtered, washed free from acid and recrystallized from acetone. 12 parts (27% of theory) of 2-nitro-4-diethylaminobenzaldehyde having a melting point of 75° to 77°C is obtained. ##SPC15##

Workup

  1. filtrationfiltered
  2. washwashed free from acid
  3. customrecrystallized from acetone

Sources & evidence

ORD record
ord-70013bcabfc5405d9cc4978b6a11a009
Source dataset
uspto-grants-1976_07
Patent number
US03971821

Reaction notes

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