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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112075Generated: November 2, 2026

Ammonia → 5-AMINO-4-HYDROXYQUINAZOLINE

https://huagongshe.com/reaction/2112075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantSulfuric AcidHCID 1118—
ReactantTrimethyl orthoformateHCID 9005—
ReactantHCID 21272453HCID 21272453—
SolventMethanolHCID 887—
SolventDimethylacetamideHCID 31374—
Product5-AMINO-4-HYDROXYQUINAZOLINEHCID 135439141—

Reaction Steps

900 mg (5.958 mmol) 2,6-diaminobenzamide are dissolved in 3.6 ml N,N-dimethylacetamide and combined with 6.3 ml (57.01 mmol) trimethylorthoformate and 792 μl (8.865 mmol) 98% sulphuric acid. After 16 h at 25° C. the reaction mixture is taken up with 20 ml of methanol and the solvent is eliminated in vacuo. The residue is again taken up in 20 ml of methanol, neutralised with concentrated ammonia. The solvent is eliminated in vacuo and the residue purified by chromatography. The carrier used is silica gel and the eluant used is dichloromethane, to which 7% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution are added.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521457B2
Source datasetuspto-grants-2009_04
ORD IDord-96aaa5a6cebb4c6a95e2a5aa678e4360
Source noteuspto-grants-2009_04