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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62140Generated: October 30, 2026

4-(Trifluoromethyl)aniline → 9-(4-(Trifluoromethyl)phenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62140

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethyl)anilineHCID 9964—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(4-(Trifluoromethyl)phenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127777161%

Reaction Steps

Prepared from VII and 4-aminobenzotrifluoride. Flash chromatography eluent (DCM-EtOAc, 7:3). Yield: 61%; yellow solid; mp>260° C.; IR (KBr) νmax/cm−1 2851, 2229, 1649, 1604, 1582, 1512, 1457, 1382, 1318, 1272, 1252, 1221, 1165, 1117, 1101, 1062, 1011, 979, 863, 830; 19F NMR (282 MHz, DMSO-d6) δ −60.01; 1H NMR (300 MHz, DMSO-d6) δ 8.53 (d, 1H, J=9.0 Hz), 8.22 (s, 1H), 7.77 (d, 1H, J=9.0 Hz), 7.70 (d, 2H, J=8.4 Hz), 7.39 (d, 2H, J=8.4 Hz); HRMS calcd for C17H9N5SF3 (M+H+): 372.0529, found 372.0535.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-29ea1f39e0e043f9bd79ea3e478202f2
Source noteuspto-grants-2016_09