2-benzylsulfanyl-1H-quinazolin-4-one synthesis
- Product Name:2-benzylsulfanyl-1H-quinazolin-4-one
- CAS Number:6344-77-0
- Molecular formula:C15H12N2OS
- Molecular Weight:268.33
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Yield:6344-77-0 97%
Reaction Conditions:
with sodium hydride in 1,4-dioxane at 20; for 1 h;Inert atmosphere;
Steps:
2-(Benzylsulfanyl)quinazolin-4(3H)-one (11a)
To a solution of 2-thioxo-2,3-dihydroquinazolin-4(1H)-one (9a) (0.50 g, 2.81 mmol) in dry dioxane (12 mL) were added NaH (0.12 g, 3.09 mmol) and benzylbromide (0.33 mL, 0.48 g, 2.81 mmol) and the reaction mixture was stirred at rt for 1 h under argonatmosphere. After removal of the solvent in vacuo, the crude was recrystallized from methanol to affordcompound 11a (0.73 g, 97%) as white needles; mp 216218 C (lit.34 mp 212213 C). 1H NMR (300MHz, CDCl3:DMSO-d6, 1:1): 4.47 (s, 2H, SCH2), 7.187.39 (m, 4H, 7-H, Ar-H), 7.44 (d, 2H, J = 7.2Hz, Ar-H), 7.55 (d, 1H, J = 8.1 Hz, 8-H), 7.577.74 (m, 1H, 6-H), 8.01 (d, 1H, J = 8.0 Hz, 5-H), 12.47(br s, 1H, NH). 13C NMR (75 MHz, CDCl3:DMSO-d6, 1:1): 33.6 (SCH2), 99.4, 120.0, 125.3, 125.7,125.9, 127.0, 128.2 (2CH), 128.9 (2CH), 134.2, 137.1, 148.2, 161.3 (C-2). IR (neat): ν 3156 (NH),1666 (C=O) 1577, 1468, 1263, 1169 cm-1. MS (APCI): m/z 291 [M + Na]+. Anal. Calcd for C15H12N2OS:C, 67.14; H, 4.51; N, 10.44. Found: C, 66.89; H, 4.67; N, 10.39.
References:
Kri??iūnien?, Vilija;Matulevi?iūt?, Gita;Paliulis, Osvaldas;Rollin, Patrick;?a?kus, Algirdas [Heterocycles,2016,vol. 93,# 1,p. 150 - 163]
100-39-0
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$10.00/10g
13906-09-7
82 suppliers
$45.00/250mg
6344-77-0
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100-44-7
662 suppliers
$13.50/250G
13906-09-7
82 suppliers
$45.00/250mg
6344-77-0
14 suppliers
inquiry
13906-09-7
82 suppliers
$45.00/250mg
100-44-7
662 suppliers
$13.50/250G
6344-77-0
14 suppliers
inquiry
