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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62120Generated: October 25, 2026

Benzenamine, 3-ethynyl- → 9-(3-Ethynylphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 3-ethynyl-HCID 104682—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(3-Ethynylphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 8941967884%

Reaction Steps

Prepared from VII and 3-ethynylaniline. Flash chromatography eluent (DCM-EtOAc, 7:3). Yield: 84%; yellow solid; mp 182° C.; IR (KBr) νmax/cm−1 3295, 3062, 2846, 2225, 1642, 1612, 1581, 1566, 1458, 1404, 1376, 1348, 1306, 1263, 1229, 1165, 1148, 1126, 971, 910, 888, 835; 1H NMR (300 MHz, DMSO-d6) δ 8.53 (d, 1H, J=8.7 Hz), 8.20 (s, 1H), 7.78 (d, 1H, J=8.7 Hz), 7.40-7.35 (m, 2H), 7.29 (m, 1H), 7.20 (m, 1H), 4.17 (s, 1H); HRMS calcd for C18H10N5S (M+H+): 328.0657, found 328.0659.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-1c85c4c9c6eb4b9fa763fe27794d7813
Source noteuspto-grants-2016_09