N,N-Dimethylethylenediamine → HCID 22013736, compound

HRID 1532689Notes

Reaction equation

HRID 1532689 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].Cl[C:8]1[CH:17]=[CH:16][C:11]([C:12]([NH:14][CH3:15])=[O:13])=[CH:10][C:9]=1[N+:18]([O-:20])=[O:19]>C(OCC)(=O)C>[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH:5][C:8]1[CH:17]=[CH:16][C:11]([C:12]([NH:14][CH3:15])=[O:13])=[CH:10][C:9]=1[N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 7992864-chloro-N-methyl-3-nitrobenzamide

Product 1

HCID 22013736HCID 22013736, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

N,N-Dimethylethylenediamine (3.30 ml) was added to 4-chloro-N-methyl-3-nitrobenzamide (3.220 g) and the mixture was stirred for 14 hours at 100° C. The reaction mixture, with ethyl acetate added thereto, was washed with 1N sodium hydroxide aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated, thereby yielding the entitled compound (3.687 g) as yellowish orange solid.

Workup

  1. washwas washed with 1N sodium hydroxide aqueous solution and saturated brine successively
  2. dry with materialdried over sodium sulfate anhydride
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-654257d6142042fdb74bfa23f2db7568
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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