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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44613Generated: October 26, 2026

Benzyl Carbamimidothioate → 2-(Benzylthio)-8-ethoxy-5,6-dihydroquinazoline

https://huagongshe.com/reaction/44613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl CarbamimidothioateHCID 5138—
Reactant6-[(Dimethylamino)methylene]-2-ethoxycyclohex-2-en-1-oneHCID 66682849—
SolventDimethylformamideHCID 6228—
Product2-(Benzylthio)-8-ethoxy-5,6-dihydroquinazolineHCID 5744411250%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of 2.0 g (0.01 mol) of 6-[(dimethylamino)methylene]-2-ethoxycyclohex-2-en-1-one in 20 mL of dimethylformamide 2.6 g of S-benzylisothiourea (2 eq. mol.) were added. The reaction mixture was stirred at 95° C. for 4 hours. The solvent was then evaporated under reduced pressure and the crude purified by chromatography on a silica gel column (eluant dichloromethane/methanol 9/1) leading 1.5 g (50% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541429B2
Source datasetuspto-grants-2013_09
ORD IDord-773be30dbe194efe959ea85465eadd25
Source noteuspto-grants-2013_09