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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62136Generated: October 26, 2026

N,N-dimethyl-p-phenylenediamine → 9-(4-(Dimethylamino)phenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile

https://huagongshe.com/reaction/62136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-dimethyl-p-phenylenediamineHCID 7472—
ReactantPotassium BromideHCID 253877—
ReactantHCID 178484237HCID 178484237—
SolventDichloromethane ethylacetateHCID 21226138—
Product9-(4-(Dimethylamino)phenylamino)thiazolo[5,4-f]quinazoline-2-carbonitrileHCID 7127778925%

Reaction Steps

Prepared from VII and N,N-dimethyl-p-phenylene-diamine. Flash chromatography eluent (DCM-EtOAc, 8:2). Yield: 25%; yellow solid; mp>260° C.; IR (KBr) νmax/cm−1 3293, 2228, 1609, 1572, 1523, 1460, 1368, 1274, 1229, 1204, 1188, 1163, 1141, 1058, 1009, 948, 842, 811; 1H NMR (300 MHz, DMSO-d6) δ 8.52 (d, 1H, J=9.0 Hz), 8.16 (s, 1H), 7.86 (d, 1H, J=9.0 Hz), 7.37 (d, 2H, J=8.7 Hz), 6.92 (d, 2H, J=8.7 Hz), 3.00 (s, 6H); HRMS calcd for C18H15N6S (M+H+): 347.1079, found 347.1066.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446044B2
Source datasetuspto-grants-2016_09
ORD IDord-ecfffae7e1b44ba083f69cc061772332
Source noteuspto-grants-2016_09