N,N-Dimethyl-1,3-propanediamine → HCID 22013743, compound

HRID 1532662Notes

Reaction equation

HRID 1532662 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].Cl[C:9]1[CH:18]=[CH:17][C:12]([C:13]([NH:15][CH3:16])=[O:14])=[CH:11][C:10]=1[N+:19]([O-:21])=[O:20]>C(OCC)(=O)C>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:9]1[CH:18]=[CH:17][C:12]([C:13]([NH:15][CH3:16])=[O:14])=[CH:11][C:10]=1[N+:19]([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 7992864-chloro-N-methyl-3-nitrobenzamide

Product 1

HCID 22013743HCID 22013743, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

N,N-Dimethy-1,3-propanediamine (1.39 g) was added to 4-chloro-N-methyl-3-nitrobenzamide (1.46 g) and the mixture was stirred for 5 hours at 120° 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 (1.88 g) as yellow 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-03611171321a45678171657cfbc5f2d0
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

Loading…