4-Quinolinecarboxaldehyde → HCID 223782, compound

HRID 1608184Notes

Reaction equation

HRID 1608184 reaction equation
[CH3:1][O:2][C:3](=[O:6])[NH:4][NH2:5].[N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=O)=[CH:9][CH:8]=1>CO>[N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=[N:5][NH:4][C:3]([O:2][CH3:1])=[O:6])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 780724-QuinolinecarboxaldehydeHCID 80519Methyl carbazate

Product 1

HCID 223782HCID 223782, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.70 gm (0.03 mole) of methylcarbazate, 4.72 gm (0.03 mole) of 4-quinolinecarboxaldehyde and 100 ml of anhydrous methanol is refluxed 8.5 hr. The hot solution is filtered. The filtrate is diluted with water until cloudy. The mixture is cooled to room temperature then chilled. The crystals are collected, washed with ether and dried to give 5.88 gm (86%) of the title compound, having a melting point of 83.5° C.

Workup

  1. temperatureis refluxed 8.5 hr
  2. filtrationThe hot solution is filtered
  3. additionThe filtrate is diluted with water until cloudy
  4. temperaturethen chilled
  5. customThe crystals are collected
  6. washwashed with ether
  7. customdried

Sources & evidence

ORD record
ord-302276c7a42e4ec0b975026f13946b5b
Source dataset
uspto-grants-1989_09
Patent number
US04870082

Reaction notes

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