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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664539Generated: October 28, 2026

Sodium Hydroxide → 8-cyclobutyl-3-pentyl-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-one

https://huagongshe.com/reaction/1664539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantN-(5-amino-6-oxo-3-pentyl-2-thioxo-1,2,3,6-tetrahydropyrimidin-4-yl)cyclobutanecarboxamideHCID 57600174—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product8-cyclobutyl-3-pentyl-2-thioxo-1,2,3,7-tetrahydro-6H-purin-6-oneHCID 5760024174.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

The mixture of N-(5-amino-6-oxo-3-pentyl-2-thioxo-1,2,3,6-tetrahydropyrimidin-4-yl)cyclobutanecarboxamide (720 mg, 2.3 mmol) and 2.5 M of sodium hydroxide in water (25 mL) and methanol (25 mL) was stirred at 70° C. for 1 hour. After cooling to room temperature, the reaction mixture was concentrated to remove methanol and then acidified to pH=5. The precipitate formed was filtered and dried to yield the desired product (500 mg, 73.7%). LCMS calculated for C14H21N4OS (M+H): 293.1. found: 293.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039478B2
Source datasetuspto-grants-2011_10
ORD IDord-5a8812b0b7c74321b1f3f24352002192
Source noteuspto-grants-2011_10