Dimethylacetamide → HCID 57470203, compound

HRID 1908492Notes

Reaction equation

HRID 1908492 reaction equation
[CH3:1][C:2]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([N+:16]([O-:18])=[O:17])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].C[C:20]([N:22]([CH3:24])[CH3:23])=O>CN(C=O)C>[CH3:20][N:22]([CH3:24])/[CH:23]=[CH:1]/[C:2]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([N+:16]([O-:18])=[O:17])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 31374DimethylacetamideHCID 43386560Ethyl 2-methyl-3,5-dinitrobenzoate

Product 1

HCID 57470203HCID 57470203, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of ethyl 2-methyl-3,5-dinitrobenzoate (35 g, 0.14 mol) and DMA (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 precipitated solid was filtered and washed with water to give (E)-ethyl 2-(2-(dimethylamino)vinyl)-3,5-dinitrobenzoate (11 g, 48%)

Workup

  1. filtrationthe precipitated solid was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-8422be8cf1034910802724e20a74ff4f
Source dataset
uspto-grants-2013_12
Patent number
US08598181B2

Reaction notes

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