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

HRID 2225327Notes

Reaction equation

HRID 2225327 reaction equation
O[CH2:2][C:3]1[C:4](=[O:13])[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.[Cl-:14]>C(Cl)(Cl)Cl>[Cl:14][CH2:2][C:3]1[C:4](=[O:13])[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

4

Reactant 2

HCID 312ChlorideHCID 27645783-(Hydroxymethyl)-1,2-dihydroquinolin-2-one

Product 1

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

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

3 Grams of 3-hydroxymethylcarbostyril was suspended in 100 ml of chloroform, then a solution containing 2 g of thinyl chloride in 20 ml of chloroform was added dropwise thereto at a room temperature with stirring condition. The reaction mixture was further sitrred at a room temperature for 1 hour. The reaction mixture was concentrated under a reduced pressure, and the residue obtained was recrystallized from methanol to obtain 2.9 g of 3-chloromethylcarbostyril in the form of colorless needle-like crystals.

Workup

  1. additionwas added dropwise
  2. concentrationThe reaction mixture was concentrated under a reduced pressure
  3. customthe residue obtained
  4. customwas recrystallized from methanol

Sources & evidence

ORD record
ord-9ef038966d1c44d6837d60b51f2310c3
Source dataset
uspto-grants-1994_09
Patent number
USRE034722

Reaction notes

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