ChemicalBook CAS DataBase List 3-METHYLQUINAZOLINE-2,4(1H,3H)-DIONE

3-METHYLQUINAZOLINE-2,4(1H,3H)-DIONE synthesis

12synthesis methods

Product Name:3-METHYLQUINAZOLINE-2,4(1H,3H)-DIONE
CAS Number:607-19-2
Molecular formula:C9H8N2O2
Molecular Weight:176.17

530-62-1 Synthesis

530-62-1
920 suppliers
$6.00/25g

4141-08-6 Synthesis

4141-08-6
132 suppliers
$14.00/1g

607-19-2
25 suppliers
$175.00/500mg

Yield:607-19-2 90%

Reaction Conditions:

in N,N-dimethyl-formamide at 135 - 145;

Steps:

3-Methyl- 1 H-quinazoline-2,4-dione

solution of 2-amino-N-methylbenzamide (15 g, 0.10 mol) and 1 ,1 - carbonyldiimidazole (21 g, 0.13 mol) in N,N-dimethylformamide (150 mL) was heated at 135-145 °C overnight. The reaction showed 30% starting material by LC so more 1 ,1 - carbonyldiimidazole (14 g, 0.086 mol) was added and the reaction mixture was heated at 140 °C overnight. The reaction showed complete conversion so was cooled and poured into ice/water (300 mL) and stirred for 10 min. The suspension was filtered and the product was washed with water. The solid was dried in the vacuum oven at 50 °C overnight to give 3-methylquinazoline-2,4(1 H,3H)-dione (15.8 g, 0.090 mol, 90%). ¹H NMR (300MHz, DMSO-d₆) δ = 1 1 .44 (br. s, 1 H), 7.93 (dd, J = 1 .5, 7.8 Hz, 1 H), 7.65 (app. t, J = 7.7 Hz, 1 H), 7.23 - 7.15 (m, 2H), 3.33 (s, 3H)

References:

WO2016/92326,2016,A1 Location in patent:Paragraph 00197; 00198

610-94-6 Synthesis