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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62126Generated: October 30, 2026

p-Toluidine → 9-(p-Tolylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62126

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(p-Tolylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127778364%

Reaction Steps

Prepared from VII and 4-toluidine. Flash chromatography eluent (DCM-EtOAc, 7:3). Yield: 64%; yellow solid; mp>260° C.; IR (KBr) νmax/cm−1 3016, 2853, 2228, 1731, 1641, 1605, 1581, 1554, 1505, 1458, 1376, 1353, 1304, 1268, 1215, 1165, 1130, 976, 831, 811; 1H NMR (300 MHz, DMSO-d6) δ 8.49 (d, 1H, J=9.0 Hz), 8.07 (s, 1H), 7.76 (d, 1H, J=9.0 Hz), 7.20-7.17 (m, 2H), 7.12-7.05 (m, 2H), 2.32 (s, 3H); HRMS calcd for C17H12N5S (M+H+): 318.0813, found 318.0811.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-3fe1b9cfa3a94183ac5a08b02ce7cecf
Source noteuspto-grants-2016_09