Formamide → 7-Bromo-3,4-dihydroquinazolin-4-one

HRID 2274141Notes

Reaction equation

[NH2:1][C:2]1[CH:10]=[C:9]([Br:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[CH:12]([NH2:14])=O>>[Br: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

Reactant 2

HCID 713Formamide

HCID 886912-Amino-4-bromobenzoic acid

Product 1

HCID 1355556127-Bromo-3,4-dihydroquinazolin-4-one

Conditions

Temperature: 170 °C

Procedure

340.0 g (1.56 mol) of 2-amino-4-bromobenzoic acid were suspended in 970 ml of formamide and subsequently stirred at 170° C. for 12 h. Conventional work-up gave 326.0 g of 7-bromo-3H-quinazolin-4-one; HPLC/MS (M+H)+=226 as solid.

Sources & evidence

ORD record: ord-447c6eb755b149b3bc34f9518b46303b
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09126952B2

Reaction notes

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