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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069202Generated: October 26, 2026

Hydrochloric Acid → N-[6-(2-Benzyloxy-ethylamino)-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-methanesulfonamide

https://huagongshe.com/reaction/2069202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(Benzyloxy)ethanamineHCID 533868—
ReactantN-(6-fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamideHCID 58964482—
SolventEthanolHCID 702—
ProductN-[6-(2-Benzyloxy-ethylamino)-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-methanesulfonamideHCID 1152520858.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 318 mg (1 mmol) of N-(6-fluoro-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide, 605 mg (4.0 mmol) of 2-benzyloxy-ethylamine and 3.2 ml of ethanol is heated at 120° C. in a closed vial in a microwave reactor for 10 minutes. After cooling to room temperature, 1M aqueous hydrochloric acid is added until a pH value of ˜3 is reached. The resulting mixture is extracted with ethyl acetate. The organic phase is separated, washed with water and brine, dried over magnesium sulfate and evaporated. Chromatography of the residue on silica with dichloro-methane-methanol (93:7) and crystallization from tetrahydrofuran-hexane gives 261 mg (58%) of the title compound as red crystals, m.p. 204° C. (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299085B2
Source datasetuspto-grants-2012_10
ORD IDord-b81c41d409554f45af7d71a3e70330f8
Source noteuspto-grants-2012_10