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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62116Generated: October 26, 2026

5-Amino-2-methoxyphenol → 9-(3-Hydroxy-4-methoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62116

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-methoxyphenolHCID 74314—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventEthyl AcetateHCID 8857—
Product9-(3-Hydroxy-4-methoxyphenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127776454%

Reaction Steps

Prepared from VII and 5-amino-2-methoxyphenol. Flash chromatography eluent (EtOAc). Yield: 54%; yellow solid; mp 248° C.; IR (KBr) νmax/cm−1 2921, 2851, 2227, 1724, 1647, 1616, 1583, 1509, 1460, 1334, 1287, 1263, 1218, 1172, 1148, 1120, 1036, 973, 953, 864, 833; 1H NMR (300 MHz, DMSO-d6) δ 8.49 (d, 1H, J=8.7 Hz), 8.05 (m, 1H), 7.77 (d, 1H, J=8.7 Hz), 7.94 (d, 2H, J=8.7 Hz), 6.65 (m, 1H), 3.77 (s, 3H); HRMS calcd for C17H12N5O2S (M+H+): 350.0712, found 350.0715.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-07d9cdc1361c478eb3116d26eab44b95
Source noteuspto-grants-2016_09