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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069387Generated: October 29, 2026

Hydrochloric Acid → 2-Amino-7-benzyl-1H-purin-6(7H)-one

https://huagongshe.com/reaction/1069387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzyl BromideHCID 7498—
Reactant2-amino-9-[(2S,3R,4R,5R)-2,3,4-triacetyl-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-oneHCID 137224663—
SolventAcetonitrileHCID 6342—
Product2-Amino-7-benzyl-1H-purin-6(7H)-oneHCID 13540770379.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

Benzyl bromide (0.73 ml, 2.50 equivalents) was added to 4.24 g of an acetonitrile solution containing 1.0 g (corresponding to 2.45 mmols) of triacetylguanosine obtained in Example 1, and the mixture was stirred at 60° C. for 19 hours. The temperature was returned to room temperature, and 2.1 ml (10 equivalents) of conc. hydrochloric acid were added thereto. The mixture was reacted for 2 hours. The solid was precipitated in 1.5 hours. Ten milliliters of methanol were added thereto, and the slurry was stirred for 2 hours, and then filtered. The crystals were washed twice with 5 ml of methanol, and dried at 55° C. under reduced pressure for 3 hours to give 0.61 g of 7-benzylguanine in a yield of 79.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06252075B1
Source datasetuspto-grants-2001_06
ORD IDord-df70002c8b614f838a3b45493125a722
Source noteuspto-grants-2001_06