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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62131Generated: October 30, 2026

4-Chloro-2-fluoroaniline → 9-(4-Chloro-2-fluorophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62131

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-fluoroanilineHCID 93898—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(4-Chloro-2-fluorophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127775556%

Reaction Steps

Prepared from VII and 4-chloro-2-fluoroaniline. Flash chromatography eluent (DCM-EtOAc, 8:2). Yield: 56%; yellow solid; mp>260° C.; IR (KBr) νmax/cm−1 2231, 1638, 1614, 1583, 1476, 1413, 1380, 1356, 1309, 1273, 1200, 1170, 1120, 982, 901, 838, 820; 1H NMR (300 MHz, DMSO-d6) δ 8.55 (d, 1H, J=9.0 Hz), 8.24 (s, 1H), 7.79 (d, 1H, J=9.0 Hz), 7.45 (d, 1H, J=9.0 Hz), 7.34 (t, 1H, J=8.4 Hz), 7.26 (d, 1H, J=9.0 Hz); HRMS calcd for C16H8N5SClF (M+H+): 356.0173, found 356.0160.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-bc7010bcc2af4895a5084e04f3764055
Source noteuspto-grants-2016_09