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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62110Generated: October 25, 2026

3,4,5-Trimethoxyaniline → 9-(3,4,5-Trimethoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62110

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4,5-TrimethoxyanilineHCID 32285—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(3,4,5-Trimethoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127781494%

Reaction Steps

Prepared from VII and 3,4,5-trimethoxyaniline. Flash chromatography eluent (DCM-EtOAc, 5:5). Yield: 94%; pale yellow solid, mp 230° C.; IR (KBr) νmax/cm−1 3255, 3089, 3001, 2947, 2837, 2230, 1735, 1637, 1613, 1581, 1498, 1458, 1412, 1381, 1352, 1307, 1270, 1229, 1193, 1165, 1122, 1037, 1002, 991, 970, 952, 852, 830; 1H NMR (300 MHz, DMSO-d6) δ 8.51 (d, 1H, J=9.0 Hz), 8.05 (s, 1H), 7.80 (d, 1H, J=9.0 Hz), 6.46 (s, 2H), 3.77 (s, 6H), 3.67 (s, 3H); HRMS calcd for C19H16N5O3S (M+H+): 394.0974, found 394.0987.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-0e8f9e87300b45a38d39e55d45eddd61
Source noteuspto-grants-2016_09