HCID 73181603, compound → 2-Chloro-6,7-dimethoxyquinoline-3-carbonitrile

HRID 2413323Notes

Reaction equation

HRID 2413323 reaction equation
[Cl:1][C:2]1[C:11]([CH:12]=[N:13]O)=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:17][CH3:18])=[C:7]([O:15][CH3:16])[CH:8]=2)[N:3]=1>C(OC(=O)C)(=O)C>[Cl:1][C:2]1[C:11]([C:12]#[N:13])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:17][CH3:18])=[C:7]([O:15][CH3:16])[CH:8]=2)[N:3]=1

Participants

3

Reactant 1

HCID 73181603HCID 73181603, compound

Product 1

HCID 133595612-Chloro-6,7-dimethoxyquinoline-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To 112 g of 2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde oxime was added 1000 ml of acetic anhydride. The mixture was stirred at reflux for 3 hours and then cooled to room temperature. The precipitate which formed was separated by filtration, washed with hot ethanol, and then dried to give 2-chloro-6,7-dimethoxy-3-quinolinecarbonitrile melting at about 223.5°-224.5° C.

Workup

  1. temperatureat reflux for 3 hours
  2. customThe precipitate which formed
  3. customwas separated by filtration
  4. washwashed with hot ethanol
  5. customdried

Sources & evidence

ORD record
ord-24974996c63b4fc1b9801a585d39208d
Source dataset
uspto-grants-1985_01
Patent number
US04496725

Reaction notes

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