Formic Acid → 7-Methyl-4(3H)-quinazolinone

HRID 2092305Notes

Reaction equation

HRID 2092305 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[CH:12](O)=O>>[CH3:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4](=[O:5])[NH:6][CH:12]=[N:1]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 28014742-Amino-4-methylbenzamide

Product 1

HCID 1354525337-Methyl-4(3H)-quinazolinone

Conditions

Temperature
100 °C

Procedure

A mixture of 2-amino-4-methylbenzamide (20 g, 133 mmol)and formic acid (120 ml, 3129 mmol) was heated to 100° C. After 6 hours, the reaction was cooled down to to RT and the volatiles were removed under reduced pressure. The residue was then washed carefully with aqueous saturated sodium bicarbonate and then with water. The tan solid was then dried in a vacuum oven at 45° C. overnight to give 7-methylquinazolin-4(3H)-one. MS (M+H)+ 161.

Workup

  1. temperaturethe reaction was cooled down to to RT
  2. customthe volatiles were removed under reduced pressure
  3. washThe residue was then washed carefully with aqueous saturated sodium bicarbonate
  4. customThe tan solid was then dried in a vacuum oven at 45° C. overnight

Sources & evidence

ORD record
ord-be7b855051854aca91bd1e35ca71a059
Source dataset
uspto-grants-2013_05
Patent number
US08440674B2

Reaction notes

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