N,N-Dimethyl-1,3-propanediamine → HCID 22013755, compound

HRID 1532667Notes

Reaction equation

HRID 1532667 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].Cl[C:9]1[CH:19]=[CH:18][C:12]([C:13]([N:15]([CH3:17])[CH3:16])=[O:14])=[CH:11][C:10]=1[N+:20]([O-:22])=[O:21]>C(OCC)(=O)C>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:9]1[CH:19]=[CH:18][C:12]([C:13]([N:15]([CH3:17])[CH3:16])=[O:14])=[CH:11][C:10]=1[N+:20]([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 2201034-Chloro-N,N-dimethyl-3-nitrobenzamide

Product 1

HCID 22013755HCID 22013755, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

N,N-Dimethy-1,3-propanediamine (1.95 g) was added to 4-chloro-N,N-dimethyl-3-nitrobenzamide (2.18 g) and stirred for 2 hours at 90° C. The reaction mixture, with ethyl acetate added thereto, was washed with 1N sodium hydroxide aqueous solution, water and saturated brine successively, dried over sodium sulfate anhydride, and concentrated, thereby yielding the entitled compound (2.83 g) as yellowish orange oil.

Workup

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

Sources & evidence

ORD record
ord-d1ebae124f4e4bf48e89eaa07651d34e
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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