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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664516Generated: October 28, 2026

Dimethyl Sulfate → 3-(methylthio)-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-one

https://huagongshe.com/reaction/1664516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
Reactant9-pentyl-3-thioxo-2,3,6,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]purin-5-oneHCID 57600284—
SolventWaterHCID 962—
Product3-(methylthio)-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-oneHCID 5760031385.2%

Reaction Steps

A solution of 9-pentyl-3-thioxo-2,3,6,9-tetrahydro-5h-[1,2,4]triazolo[4,3-a]purin-5-one (1.90 g, 6.83 mmol), dimethyl sulfate (1.03 g, 8.19 mmol) and 1 M of sodium hydroxide in water (25 ml) was stirred at room temperature for 1 hour. The mixture was neutralized to pH=7. The solid formed was filtered and dried to provide the desired product (1.70 g, 85.2%). 1HNMR (300 MHz, CD3OD): δ 4.29 (t, J=7.2 Hz, 2H), 2.65 (s, 3H), 1.89 (m, 2H), 1.40 (m, 4H), 0.92 (m, 3H). LCMS calculated for: C12H17N6OS (M+H) 294.1. found: 294.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039478B2
Source datasetuspto-grants-2011_10
ORD IDord-f7be218ec6a94d47a12868a6082ac9c6
Source noteuspto-grants-2011_10