Dimethylamine → HCID 21291474, compound

HRID 622698Notes

Reaction equation

HRID 622698 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([S:13](Cl)(=[O:15])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][C:3]=1[F:18].[CH3:19][NH:20][CH3:21]>C(O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([S:13]([N:20]([CH3:21])[CH3:19])(=[O:15])=[O:14])=[CH:8][N:9]2[CH3:12])=[CH:4][C:3]=1[F:18]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 21291471HCID 21291471, compound

Product 1

HCID 21291474HCID 21291474, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-Chloro-6-fluoro-1-methyl-4-oxo-1,4-dihydroquinoline-3-sulphonyl chloride (8.73 g) was added to a stirred solution of dimethylamine in ethanol (33%; 170 ml) at ambient temperature. The mixture was stirred for 70 hours and then evaporated to dryness. The residue was stirred with water (50 ml) for 30 minutes. The solid product was collected, dried and crystallised from industrial methylated spirit to give the novel compound 7-chloro-6-fluoro-1,N,N-trimethyl-4-oxo-1,4-dihydroquinoline-3-sulphonamide, m.p. 219°-221° (dec).

Workup

  1. customevaporated to dryness
  2. stirringThe residue was stirred with water (50 ml) for 30 minutes
  3. customThe solid product was collected
  4. customdried
  5. customcrystallised from industrial methylated spirit

Sources & evidence

ORD record
ord-b05de2b3bae94617aa35bed01a359846
Source dataset
uspto-grants-1988_09
Patent number
US04772614

Reaction notes

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