Dimethylformamide dimethyl acetal → HCID 85206179, compound

HRID 1915291Notes

Reaction equation

HRID 1915291 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([CH3:14])[C:6]=1[N+:15]([O-:17])=[O:16])[CH3:2].CO[CH:21]([N:24]([CH3:26])[CH3:25])OC>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:18])[C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([CH:14]=[CH:21][N:24]([CH3:26])[CH3:25])[C:6]=1[N+:15]([O-:17])=[O:16])[CH3:2]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 15185318HCID 15185318, compound

Product 1

HCID 85206179HCID 85206179, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-methyl-2,6-dinitro-benzoic acid ethyl ester (35 g, 0.14 mol) and dimethoxymethyl-dimethylamine (32 g, 0.27 mol) in DMF (200 mL) was heated at 100° C. for 5 h. The mixture was poured into ice water and the precipitate was collected via filtration and washed with water to give 3-(2-dimethylamino-vinyl)-2,6-dinitro-benzoic acid ethyl ester (25 g, 58%).

Workup

  1. filtrationthe precipitate was collected via filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-b4129e3b4a864a9592642e4ae89d970d
Source dataset
uspto-grants-2013_12
Patent number
US08614327B2

Reaction notes

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