Dimethylformamide dimethyl acetal → HCID 21516506, compound

HRID 1283784Notes

Reaction equation

HRID 1283784 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([CH3:11])=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1.CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>CN(C)C=O>[CH3:17][N:18]([CH3:20])/[CH:19]=[CH:11]/[C:6]1[CH:7]=[C:8]([O:9][CH3:10])[C:3]([O:2][CH3:1])=[CH:4][C:5]=1[N+:12]([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 1390404,5-Dimethoxy-2-nitrotoluene

Product 1

HCID 21516506HCID 21516506, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 1-l. three-necked flask fitted with a thermometer and a 15-cm. Vigreux column connected to a descending condenser with a receiver and nitrogen inlet was charged with 98.6 g. of 4,5-dimethoxy-2-nitrotoluene, 500 ml. of N,N-dimethylformamide, and 120 g. of N,N-dimethylformamide dimethyl acetal. The reaction temperature was maintained at 140° for 42 hours. The volatile compounds were removed by vacuum distillation at 25°/0.1 mm. to give a solid residue of crude trans-β-dimethylamino-4,5-dimethoxy-2-nitrostyrene.

Workup

  1. customthree-necked flask fitted with a thermometer
  2. customVigreux column connected to a descending condenser with a receiver and nitrogen inlet
  3. additionwas charged with 98.6 g
  4. temperatureThe reaction temperature was maintained at 140° for 42 hours
  5. customThe volatile compounds were removed by vacuum distillation at 25°/0.1 mm

Sources & evidence

ORD record
ord-ab9fd1c778b04a5d874cc2254476751a
Source dataset
uspto-grants-1976_08
Patent number
US03976639

Reaction notes

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