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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1249740Generated: November 2, 2026

1,1-Dichloroethane → 4-chlorobenzo[g]quinazoline

https://huagongshe.com/reaction/1249740

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
ReactantStyreneHCID 7501—
Reactantbenzo[g]quinazolin-4(3H)-oneHCID 135518939—
SolventCarbon TetrachlorideHCID 5943—
Product4-chlorobenzo[g]quinazolineHCID 11063805—

Reaction Conditions

Temperature22.5 °C

Reaction Steps

A mixture of 3H-benzo[g]quinazolin-4-one (1.00 g, 5.07 mmol) and styrene-bound triphenylphosphine (2.53 g (approx. 3 mmoles/g), 7.61 mmol) in 15 mL dichloroethane and 15 mL carbon tetrachloride was heated to reflux for 1 hour, cooled to ambient temperature (20-25° C.) and filtered. Solvents were removed in vacuo to give 4-Chloro-benzo[g]quinazoline: 0.3881 g (36%); 1H NMR (DMSO-d6) δ7.63-7.71 (2H,m), 8.10 (1H, d, J=10 Hz), 8.28 (1H, d, J=10 Hz), 8.32 (1H, s), 8.69 (1H, s), 8.82 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06335344B1
Source datasetuspto-grants-2002_01
ORD IDord-c662fa07a967497d8f5c41b2683f3cd0
Source noteuspto-grants-2002_01