2-METHYL-8-(TRIFLUOROMETHYL)QUINAZOLIN-4(3H)-ONE synthesis
- Product Name:2-METHYL-8-(TRIFLUOROMETHYL)QUINAZOLIN-4(3H)-ONE
- CAS Number:1112985-71-3
- Molecular formula:C10H7F3N2O
- Molecular Weight:228.17
Yield:1112985-71-3 66%
Reaction Conditions:
Stage #1: 2-amino-3-(trifluoromethyl)benzoic acid;acetic anhydride at 120; for 3 h;
Stage #2: with ammonium hydroxide at 95; for 4 h;
Steps:
1
(1139) To compound 122 (10 g, 0.0487 mol) was added acetic anhydride (27 g, 25 ml, 0.254 mol) and the mixture warmed to 120° C. for 3 h with stirring. The mixture was then concentrated in vacuo (50° C.) to remove excess acetic anhydride (bp 138° C.) to give a dry solid. Ammonium hydroxide (28% NH3, 100 ml) was added and the mixture heated to 95° C. for 4 hrs. The mixture was cooled, vacuum filtered and the resultant solid washed with water, saturated NaHCO3 solution and more water. The obtained solid was dried under vacuum to give 7.37 g of 2-methyl-8-(trifluoromethyl)quinazolin-4(3H)-one (compound 123) (66%). (1140) 1H NMR (DMSO-d6, 400 MHz): δ 12.5 (bs, 1H), δ 8.35 (d, J=8.0 Hz, 1H), δ 8.14 (d, J=7.4 Hz, 1H), δ 7.56-7.60 (m, 1H), δ 2.40 (s, 3H).
References:
US2016/168140,2016,A1 Location in patent:Paragraph 1139; 1140
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