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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306735Generated: October 31, 2026

Ammonium Chloride → HCID 178420398, compound

https://huagongshe.com/reaction/2306735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant(4-Benzyloxy-phenyl)-(6-cyanoquinazolin-4-yl)-amineHCID 22609759—
SolventDimethylformamideHCID 6228—
ProductHCID 178420398HCID 17842039820.2%

Reaction Conditions

Temperature180 °C

Reaction Steps

(4-Benzyloxy-phenyl)-(6-cyanoquinazolin-4-yl)-amine (0.106 g) in dimethylformamide was treated with sodium azide (0.06 g) and ammonium chloride (0.05 g) and the mixture stirred at 180° C. for 18 hours. The mixture was cooled, poured onto water and extracted with ethyl acetate/THF (3:1). The organic extracts were dried and concentrated in vacuo. The residue was purified using solid phase extraction to yield the title compound (0.024 g); δ H [2H6]DMSO 10.18(1H, s), 9.25(1H, s), 8.55(1H, s), 8.40(1H, d), 7.88(1H, d), 7.74(2H, d), 7.45(6H, m), 7.07(2H, d), 5.17(1H, s); m/z (M+1)+ 396.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828320B2
Source datasetuspto-grants-2004_12
ORD IDord-4b580b2e51ae4b3395a1fa3b71a338ab
Source noteuspto-grants-2004_12