Dichloromethane → HCID 131720816, compound

HRID 2393088Notes

Reaction equation

HRID 2393088 reaction equation
CO[C:3]1[C:12]2[N:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:6]([C:13]([OH:15])=O)=[CH:5][CH:4]=1.C(Cl)(=O)[C:17]([Cl:19])=[O:18].[Cl:22]CCl>CN(C=O)C>[ClH:19].[CH3:17][O:18][C:9]1[CH:10]=[N:11][C:12]2[CH:3]=[CH:4][CH:5]=[C:6]([C:13]([Cl:22])=[O:15])[C:7]=2[CH:8]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 102622888-methoxyquinoline-5-carboxylic Acid

Product 1

HCID 131720816HCID 131720816, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Conditions

Temperature
0 °C

Procedure

A suspension of 8-methoxyquinoline-5-carboxylic acid (1.5 g) in dichloromethane (12 ml) was cooled to 0° C. and treated with oxalyl chloride (1.3 ml) followed by DMF (8 drops). The reaction was allowed to warm to room temperature and stirred overnight. The solvent was removed in vacuo and the residue azeotroped with toluene (2×10 ml) to yield the desired product (1.61 g) as an off-white powder.

Workup

  1. temperatureto warm to room temperature
  2. customThe solvent was removed in vacuo
  3. customthe residue azeotroped with toluene (2×10 ml)

Sources & evidence

ORD record
ord-0d4a4e7cce07479fa233fc1121b4acbc
Source dataset
uspto-grants-1998_09
Patent number
US05804588

Reaction notes

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