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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260561Generated: October 25, 2026

Hydrochloric Acid → N-benzyloxycarbonyl-4,6-diaminopyrimidine

https://huagongshe.com/reaction/2260561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium HydroxideHCID 14798—
ReactantPyrimidine-4,6-diamineHCID 79608—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN-benzyloxycarbonyl-4,6-diaminopyrimidineHCID 1899861636.9%

Reaction Steps

To a mixture of 4,6-diaminopyrimidine (4.7 g), ethanol (500 ml) and water (200 ml) was added 1N sodium hydroxide (13.25 ml) while cooling with ice water. After the dropwise addition of 1N hydrochloric acid (26.5 ml) thereto, benzyloxycarbonyl chloride (4.5 g) was dropwise added thereto. After being stirred at room temperature for 2 hours, the mixture was concentrated under reduced pressure to give crystals. The crystals were collected by filtration and recrystallized from chloroform:methanol=5:1 to give 2.4 g of N-benzyloxycarbonyl-4,6-diaminopyrimidine, melting point 194° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05478838
Source datasetuspto-grants-1995_12
ORD IDord-c1a138af9c1841a4a3c5349e166eb593
Source noteuspto-grants-1995_12