Ammonia → Quinoline-6-carboxamide

HRID 1890545Notes

Reaction equation

HRID 1890545 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11](Cl)=[O:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH3:14]>C1COCC1>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH2:14])=[O:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12391963Quinoline-6-carbonyl chloride

Product 1

HCID 11052097Quinoline-6-carboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of quinoline-6-carbonyl chloride (O-2) (2.2 g, 10.5 mmol) in THF (100 mL) was added ammonia (5 mL) at 0° C. The mixture was stirred at room temperature for 1 h, then concentrated and washed with water (15 mL) to afford the title compound (1.5 g). MS (m/z): 173 (M+1)+.

Workup

  1. concentrationconcentrated
  2. washwashed with water (15 mL)

Sources & evidence

ORD record
ord-f668eb0af3174ae094ea46c151954257
Source dataset
uspto-grants-2013_08
Patent number
US08507487B2

Reaction notes

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