Formamide → 7-Methyl-4(3H)-quinazolinone

HRID 1432843Notes

Reaction equation

HRID 1432843 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[CH:12]([NH2:14])=O>>[CH3:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4](=[O:5])[NH:14][CH:12]=[N:1]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 713FormamideHCID 753164-Methylanthranilic acid

Product 1

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

Procedure

A solution of 2-amino-4-methylbenzoic acid (31.6 g, 206 mmol) in formamide (60 mL) is heated to 130° C. for 1 hour, then at 175° C. for 3 hours. The solution is poured into 500 mL of ice water. The resulting solid is collected by filtration and further dried under reduced pressure. The title compound (26.2 g, 170 mmol) is obtained as a white solid. MS (EI): m/z 159 (M+).

Workup

  1. filtrationThe resulting solid is collected by filtration
  2. customfurther dried under reduced pressure

Sources & evidence

ORD record
ord-ba35914509a846fd925ec3e4668ac622
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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