2,4(1H,3H)-Quinazolinedione, 6-methyl- Chemical Properties

Melting point:

314-316℃

Density 

1.280±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

11.19±0.20(Predicted)

form 

Solid

color 

Off-white

InChI

InChI=1S/C9H8N2O2/c1-5-2-3-7-6(4-5)8(12)11-9(13)10-7/h2-4H,1H3,(H2,10,11,12,13)

InChIKey

OXVPNGBFUAIXTE-UHFFFAOYSA-N

SMILES

N1C2=C(C=C(C)C=C2)C(=O)NC1=O

2,4(1H,3H)-Quinazolinedione, 6-methyl- Usage And Synthesis

Synthesis

Synthesis of 6-methylquinazoline-2,4-dione: 2-amino-5-methylbenzoic acid (0.758 g, 5 mmol) and potassium cyanate (0.673 g, 8.3 mmol) were suspended in water (20 mL) followed by addition of acetic acid (0.5 mL). The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the resulting white solid product was collected by vacuum filtration, washed with water and dried under vacuum to afford 6-methylquinazoline-2,4-dione (0.736 g, 84% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6): δ 9.90 (br s, 1H), 8.27 (d, J = 8.4 Hz, 1H), 7.70 (d, J = 1.8 Hz, 1H), 7.29 (dd, J = 2.4, 8.7 Hz, 1H), 6.50 (br s, 1H), 2.25 (s, 3H).

References

[1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 1, p. 119 - 132
[2] Patent: WO2005/3100, 2005, A2. Location in patent: Page 185
[3] Patent: WO2006/74187, 2006, A2. Location in patent: Page/Page column 49
[4] Patent: WO2008/16666, 2008, A2. Location in patent: Page/Page column 49
[5] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 3, p. 308 - 312

2,4(1H,3H)-Quinazolinedione, 6-methyl-(62484-16-6)Related Product Information

• 2,4(1H,3H)-Quinazolinedione, 6-methyl-
• 2-AMINO-5-METHYLBENZAMIDE
• 2,4-DIMETHYLPHENYLUREA
• 6,7-DIMETHYL-2,4-QUINAZOLINEDIONE