Methanol → HCID 13744932, compound

HRID 34325Notes

Reaction equation

HRID 34325 reaction equation
Cl[C:2]1[C:11]([C:12]([O:14][CH2:15]C)=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([S:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)=[CH:7][CH:8]=2)[N:3]=1.[Na].[CH3:28][OH:29]>C(Cl)Cl>[CH3:28][O:29][C:2]1[C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([S:17][CH2:18][C:19]3[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=3)=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 13744931Ethyl 2-chloro-7-(4-methoxyphenylmethylthio)quinolin-3-carboxylate

Product 1

HCID 13744932HCID 13744932, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The ester from Step 3 (7.76 g) was added to a solution of sodium (920 mg) in anhydrous methanol (50 ml) and the resulting suspension was refluxed under an argon atmosphere for 75 minutes. The mixture was cooled, diluted with CH2Cl2 (200 ml), washed with water (3×50 ml) and reduced to dryness to provide the title compound, m.p. 133°-134.5°.

Workup

  1. temperaturethe resulting suspension was refluxed under an argon atmosphere for 75 minutes
  2. temperatureThe mixture was cooled
  3. washwashed with water (3×50 ml)

Sources & evidence

ORD record
ord-9b4fcb92c3a540a2a1e2a1fe20f8ad8a
Source dataset
uspto-grants-1988_08
Patent number
US04761425

Reaction notes

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