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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250590Generated: November 3, 2026

Sodium hydride → HCID 18326551, compound

https://huagongshe.com/reaction/1250590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl isocyanateHCID 62412—
Reactant2-Allylamino-4-amino-6-nitroquinazolineHCID 18326436—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18326551HCID 1832655134.2%

Reaction Steps

To 5 ml of a solution of 165 mg (0.67 mmol) of 2-allylamino-4-amino-6-nitroquinazoline in THF was added 17 mg (10.7 mmol) of sodium hydride. After the mixture was stirred under ice cooling for 0.5 hour, 76 mg (0.77 mmol) of t-butylisocyanate was added, followed by stirring for 1.5 hours at room temperature. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with chloroform (10 ml×3). After the organic layer was washed with brine and then dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by a silica gel chromatography to give 79 mg (yield: 34.2%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06339089B2
Source datasetuspto-grants-2002_01
ORD IDord-cafad65260574bd39bed4c56c838b4e7
Source noteuspto-grants-2002_01