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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274315Generated: October 27, 2026

Dimethylformamide → 2-Amino-6-chloropurine

https://huagongshe.com/reaction/274315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantGuanineHCID 135398634—
SolventWaterHCID 962—
Product2-Amino-6-chloropurineHCID 536034955%

Reaction Conditions

Temperature100 °C

Reaction Steps

46.0 g (0.3 mol) of phosphorus oxychloride was added to 73.1 g (1.0 mol) of N,N-dimethylformamide, and 15.1 g (0.1 mol) of guanine (manufactured by Sumika Fine Chemicals Co., Ltd.) was then added, followed by stirring at 100° C. for 4 hours. After cooling, 100 ml of water was carefully added at 20° C. After stirring at room temperature for 24 hours, the precipitating crystal was collected by filtration and dissolved in 100 ml of 25% aqueous ammonia with heating, and the insoluble substances were filtered out. The mother liquor was concentrated under reduced pressure, and the precipitating crystal was collected by filtration to yield 9.3 g (0.055 mol) of a white crystal of 2-amino-6-chloropurine (yield 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389637
Source datasetuspto-grants-1995_02
ORD IDord-89ca48dd27514a93b9638772809d5a87
Source noteuspto-grants-1995_02