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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358274Generated: November 1, 2026

3-Bromoaniline → HCID 18184414, compound

https://huagongshe.com/reaction/1358274

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromoanilineHCID 11562—
Reactant3-Bromoaniline--hydrogen chloride (1/1)HCID 22736826—
ReactantHCID 178503062HCID 178503062—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 18184414HCID 1818441461.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-methylthioimidazo[4,5-h]quinazoline (0.216 g, 1 mmol), 3-bromoaniline (0.25 g, 1.5 mmol), and 3-bromoaniline hydrochloride (0.31 g, 1.5 mmol) in N-methylpyrrolidone (50 mL) is heated 120° C. for 2 h. The solvent is removed under vacuum and the residue is triturated with EtOH to give a solid which is recrystallized from MeOH to give 4-(3-bromoanilino)imidazo[4,5-h]quinazoline hydrochloride (0.23 g, 61%). 1H NMR (DMSO) δ11.11 (1H, brs), 8.93 (2H, s), 8.66 (1H, d, J=9.0 Hz), 8.11 (1H, brs), 8.07 (1H, d, J=9.0 Hz), 7.83 (1H, brd, J=6.8 Hz), 7.50-7.40 (2H,m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596726B1
Source datasetuspto-grants-2003_07
ORD IDord-c095c15f2d3c4bcc811008a06fdc6006
Source noteuspto-grants-2003_07