Hydrochloric Acid → HCID 135860746, compound

HRID 729541Notes

Reaction equation

HRID 729541 reaction equation
[OH-].[Na+].[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:12][C:13](=O)[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([Cl:20])[CH:15]=1)(=[O:5])[NH2:4].O.Cl>CC(C)=O.O>[Cl:20][C:16]1[CH:15]=[C:14]([C:13]2[NH:4][C:3](=[O:5])[C:6]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:12]=2)[CH:19]=[CH:18][N:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 47124144HCID 47124144, compound

Product 1

HCID 135860746HCID 135860746, compound

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

Sodium hydroxide (5M, 5 mL) was added to a suspension of N-(2-carbamoylphenyl)-2-chloroisonicotinamide (4.14 g, 15.02 mmol) in acetone/water (1/1, 100 mL). The reaction was heated to reflux and stirred overnight. The resulting solid was put into solution with water and was adjusted to pH 7 using 5M HCl. The precipitate was filtered and concentrated with toluene (3×) to give 2-(2-chloro-pyridin-4-yl)-3H-quinazolin-4-one as a light brown solid. MS (ES−): 256 (M−H)−.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux
  3. filtrationThe precipitate was filtered
  4. concentrationconcentrated with toluene (3×)

Sources & evidence

ORD record
ord-ffa716f61f804efbaaf4f6fd5966cd39
Source dataset
uspto-grants-2009_09
Patent number
US07582631B2

Reaction notes

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