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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62109Generated: October 25, 2026

P-Anisidine → 9-(4-Methoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(4-Methoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127776220%

Reaction Steps

Prepared from VII and 4-methoxyaniline. Flash chromatography eluent (DCM-EtOAc, 8:2). Yield: 20%; orange solid, mp>260° C.; IR (KBr) νmax/cm−1 3346, 2977, 2361, 2227, 1644, 1609, 1581, 1503, 1460, 1377, 1354, 1303, 1239, 1164, 1129, 1051, 1032, 975, 829; 1H NMR (300 MHz, DMSO-d6) δ 8.44 (s, 1H), 7.95 (d, 1H, J=9.0 Hz), 7.70 (d, 1H, J=9.0 Hz), 7.45 (d, 2H, J=9.0 Hz), 6.99 (d, 2H, J=9.0 Hz), 3.76 (s, 3H); HRMS calcd for C17H12N5OS (M+H+): 334.0763, found 334.0758.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-c9828695b9fc4aa999a3e2662af7e9c2
Source noteuspto-grants-2016_09