Chloroacetone → HCID 13733233, compound

HRID 1111343Notes

Reaction equation

HRID 1111343 reaction equation
[Cl:1][CH2:2][C:3](=[O:5])[CH3:4].C(N(CC)CC)C.[F:13][C:14]1[CH:15]=[C:16]2[C:21](=[C:22]([F:30])[C:23]=1[N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[N:20]([C:31]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=1)[CH:19]=[C:18]([C:38]([OH:40])=[O:39])[C:17]2=[O:41]>CN(C)C=O>[ClH:1].[F:13][C:14]1[CH:15]=[C:16]2[C:21](=[C:22]([F:30])[C:23]=1[N:24]1[CH2:29][CH2:28][N:27]([CH2:2][C:3](=[O:5])[CH3:4])[CH2:26][CH2:25]1)[N:20]([C:31]1[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=1)[CH:19]=[C:18]([C:38]([OH:40])=[O:39])[C:17]2=[O:41]

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 8471TriethylamineHCID 483152HCID 483152, compound

Product 1

HCID 13733233HCID 13733233, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

0.7 g of chloroacetone and 1.05 g of triethylamine are added to 2 g of 6,8-difluoro-1,4-dihydro-4-oxo-1-(4-fluorophenyl)-7-(1-piperazinyl)-quinoline-3-carboxylic acid in 25 ml of dimethylformamide and the mixture is heated at 80° C. for 3 hours. The suspension is concentrated in vacuo and the residue is stirred with water, filtered off with suction and dried. The product is heated in 15 ml of dilute hydrochloric acid (1:1), precipitated with 30 ml of ethanol, filtered off with suction and dried.

Workup

  1. concentrationThe suspension is concentrated in vacuo
  2. filtrationfiltered off with suction
  3. customdried
  4. temperatureThe product is heated in 15 ml of dilute hydrochloric acid (1:1)
  5. customprecipitated with 30 ml of ethanol
  6. filtrationfiltered off with suction
  7. customdried

Sources & evidence

ORD record
ord-bbe9f997b8024ec386ceb97d5793767a
Source dataset
uspto-grants-1990_12
Patent number
US04980353

Reaction notes

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