Hydrochloric Acid → HCID 136087454, compound

HRID 1609538Notes

Reaction equation

HRID 1609538 reaction equation
[OH-].[Na+].[C:3]([NH:8][C:9]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([NH2:13])=[O:12])(=O)[CH:4]([CH3:6])[CH3:5].Cl.P([O-])(O)(O)=O.[Na+]>CO.O>[CH3:18][C:17]1[CH:16]=[CH:15][CH:14]=[C:10]2[C:9]=1[N:8]=[C:3]([CH:4]([CH3:6])[CH3:5])[NH:13][C:11]2=[O:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20081761HCID 20081761, compoundHCID 23672064Monosodium phosphate

Product 1

HCID 136087454HCID 136087454, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

5N Sodium hydroxide solution (0.56 mL, 0.0028 mol) was added to a mixture of 2-(iso-butyryl)amino-3-methylbenzamide (0.62 g, 0.0028 mol) in methanol (6 mL) and water (14 mL) at room temperature. The mixture was heated at reflux for 1 hr. then cooled to room temperature and acidified with 2N hydrochloric acid solution. Saturated sodium dihydrogen orthophosphate solution was added and the mixture extracted with methylene chloride (4 times). The combined organic phase was washed with water, brine, dried (magnesium sulfate) and the solvent removed in vacuo to leave 8-methyl-2-iso-propylquinazolin-4-one (0.43 g, 76%) identical with the material isolated in step A.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1 hr
  3. extractionthe mixture extracted with methylene chloride (4 times)
  4. washThe combined organic phase was washed with water, brine
  5. dry with materialdried (magnesium sulfate)
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-846071963d994d06b0ff0201d61cbf2f
Source dataset
uspto-grants-1995_03
Patent number
US05401745

Reaction notes

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