Ammonia → Quinoline-6-carboxamide

HRID 1404764

Reaction equation

HRID 1404764 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13]C)=O)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH3:15]>CO>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH2:15])=[O:13])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 736812Methyl quinoline-6-carboxylate

Product 1

HCID 11052097Quinoline-6-carboxamideYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

To a solution of methyl quinoline-6-carboxylate (148 g, 0.79 mol) in methanol (600 ml.), aqueous ammonia (800 ml) was added and then stirred at 45° C. for 12 h. The reaction mixture was concentrated to afford the title compound as a dark red solid (120 g, 88%).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-3b4f98c9ec754d118faaeff9dba21e23
Source dataset
uspto-grants-2014_12
Patent number
US08912331B2

Linked notes

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