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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274318Generated: October 27, 2026

Dimethylformamide → 2-Amino-6-bromopurine

https://huagongshe.com/reaction/274318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxybromideHCID 24613—
ReactantGuanineHCID 135398634—
SolventWaterHCID 962—
Product2-Amino-6-bromopurineHCID 610113952%

Reaction Conditions

Temperature100 °C

Reaction Steps

86.0 g (0.3 mol) of phosphorus oxybromide 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, 200 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 200 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 11.1 g (0.052 mol) of a pale yellow crystal of 2-amino-6-bromopurine (yield 52%). Its properties are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389637
Source datasetuspto-grants-1995_02
ORD IDord-7081017fabe04acea5e84660f008f41c
Source noteuspto-grants-1995_02