Hydroxyamine hydrochloride → HCID 73181603, compound

HRID 2413322Notes

Reaction equation

HRID 2413322 reaction equation
[Cl:1][C:2]1[C:11]([CH:12]=O)=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:16][CH3:17])=[C:7]([O:14][CH3:15])[CH:8]=2)[N:3]=1.Cl.[NH2:19][OH:20]>N1C=CC=CC=1>[Cl:1][C:2]1[C:11]([CH:12]=[N:19][OH:20])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:16][CH3:17])=[C:7]([O:14][CH3:15])[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 8186192-chloro-6,7-dimethoxyquinoline-3-carbaldehyde

Product 1

HCID 73181603HCID 73181603, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 50 g of 2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde was added 50 g of hydroxylamine hydrochloride in 500 ml of pyridine. The mixture was stirred at room temperature for 16 hours and the solvent was then evaporated to leave a semi-solid material. This was washed with water, filtered and recrystallized from dimethylformamide to give 2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde oxime melting at about 237°-237.5° C. with decomposition.

Workup

  1. customthe solvent was then evaporated
  2. customto leave a semi-solid material
  3. washThis was washed with water
  4. filtrationfiltered
  5. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-21e3fae6448f4ff6adc51df71643d3b1
Source dataset
uspto-grants-1985_01
Patent number
US04496725

Reaction notes

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