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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108148Generated: October 30, 2026

1-Methylimidazole → 2,3'-Anhydrothymidine

https://huagongshe.com/reaction/2108148

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
ReactantThymidineHCID 5789—
Reactantdiphenyl sulfiteHCID 11390667—
SolventDimethylacetamideHCID 31374—
Product2,3'-AnhydrothymidineHCID 691575265%

Reaction Steps

For example, when thymidine is heated at ca 156° C. for 45 minutes with a four fold excess of diphenyl sulphite (see, for example, Gerrard, W., J. Chem. Soc., 218, (1940)) in the presence of a catalytic amount of N-methylimidazole in N,N-dimethylacetamide solution, and is then worked-up under basic conditions. 2,3'-anhydrothymidine may easily be isolated in almost 65% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04937329
Source datasetuspto-grants-1990_06
ORD IDord-7921a2ef8ad443e483afa3824a4ee820
Source noteuspto-grants-1990_06