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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62133Generated: October 26, 2026

Benzenamine, 4-methoxy-3-nitro- → 9-(4-Methoxy-3-nitrophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 4-methoxy-3-nitro-HCID 123071—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(4-Methoxy-3-nitrophenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127777061%

Reaction Steps

Prepared from VII and 3-nitro-4-methoxyaniline. Flash chromatography eluent (DCM-EtOAc, 7:3). Yield: 61%; yellow solid; mp 200-260° C.; IR (KBr) νmax/cm−1 2226, 1644, 1523, 1459, 1346, 1267, 1191, 1155, 1075, 1015, 970, 928, 890, 822; 1H NMR (300 MHz, DMSO-d6) δ 8.47 (d, 1H, J=9.0 Hz), 8.26 (s, 1H), 7.97 (d, 1H, J=9.0 Hz), 7.70 (s, 2H), 7.32 (d, 1H, J=9.0 Hz), 3.93 (s, 3H); HRMS calcd for C17H11N6O3S (M+H+): 379.0613, found 379.0614.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-623bf30e41ce4fd68b08f0d16d40103d
Source noteuspto-grants-2016_09