Water → 3-(Chloromethyl)-1,2-dihydroquinolin-2-one

HRID 2225328Notes

Reaction equation

HRID 2225328 reaction equation
Cl[C:2]1[C:11]([CH2:12][Cl:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[OH2:14]>C(O)(=O)C>[Cl:13][CH2:12][C:11]1[C:2](=[O:14])[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

4

Reactant 2

HCID 962WaterHCID 20633842-Chloro-3-(chloromethyl)quinoline

Product 1

HCID 133421693-(Chloromethyl)-1,2-dihydroquinolin-2-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.8 Grams of 2-chloro-3-chloromethylquinoline was dissolved in 30 ml of acetic acid and the solution was refluxed for 2 hours. The reaction mixture was poured into water and the crystals precipitated were collected by filtration, and were recrystallized from methanol to obtain 2.1 g of 3-chloromethylcarbostyril in the form of colorless needle-like crystals.

Workup

  1. temperaturethe solution was refluxed for 2 hours
  2. customthe crystals precipitated
  3. filtrationwere collected by filtration
  4. customwere recrystallized from methanol

Sources & evidence

ORD record
ord-afbb13ed6eb64fe4b370a6e936a28b8a
Source dataset
uspto-grants-1994_09
Patent number
USRE034722

Reaction notes

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