Dimethylamine → HCID 22461075, compound

HRID 1937435Notes

Reaction equation

HRID 1937435 reaction equation
[CH3:1][N:2]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:3]([C:5]1[C:6](=[O:18])[N:7]([CH3:17])[C:8]2[C:13]([C:14]=1Cl)=[C:12]([CH3:16])[CH:11]=[CH:10][CH:9]=2)=[O:4].ClCCl.CO.[CH3:30][NH:31][CH3:32]>C(O)C.O>[CH3:1][N:2]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:3]([C:5]1[C:6](=[O:18])[N:7]([CH3:17])[C:8]2[C:13]([C:14]=1[N:31]([CH3:32])[CH3:30])=[C:12]([CH3:16])[CH:11]=[CH:10][CH:9]=2)=[O:4]

Participants

6

Reactant 3

HCID 674DimethylamineHCID 21226129Dichloromethane methanolHCID 22461061HCID 22461061, compound

Product 1

HCID 22461075HCID 22461075, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

N-Methyl-N-phenyl-4-chloro-1,2-dihydro-1,5-dimethyl-2-oxo-quinoline-3-carboxamide (0.52 g) in a mixture of dimethylamine and ethanol was heated in a thick-walled glass flask stoppered by a screw cap. The reaction was monitored by TLC (mixtures of dichloromethane/methanol were used as elutents). After 8 hours of heating the flask was cooled, opened, and diluted with water. The resulting precipitate was filtered, washed with water and dried in vacuum to afford the title compound (0.39 g).

Workup

  1. temperaturewas heated in a thick-walled glass flask
  2. customcap
  3. temperatureAfter 8 hours of heating the flask
  4. temperaturewas cooled
  5. filtrationThe resulting precipitate was filtered
  6. washwashed with water
  7. customdried in vacuum

Sources & evidence

ORD record
ord-e210f11557ca4e6c9ca39dc14d30a29c
Source dataset
uspto-grants-2002_05
Patent number
US06395750B1

Reaction notes

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