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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639560Generated: November 3, 2026

Cyclopropanecarboxylic acid → HCID 178522512, compound

https://huagongshe.com/reaction/1639560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarboxylic acidHCID 15655—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178508208HCID 178508208—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
ProductHCID 178522512HCID 17852251237.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 468 mg of N-[(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methylmethanaminium hexafluorophosphate in 5 cm3 of dimethylformamide are added 159 mg of diisopropylethylamine and 106 mg of cyclopropanecarboxylic acid. After stirring the reaction medium for one hour at a temperature in the region of 20° C., 220 mg of 2-amino-1H-benzimidazol-5-yl 2,6-dichlorobenzenesulfonate are obtained. The mixture is stirred overnight at a temperature in the region of 20° C. The reaction medium is diluted with 50 cm3 of water and the insoluble material is filtered off, washed with three times 5 cm3 of water, filtered off by suction and dried under a stream of air. The solid obtained is solidified in 10 cm3 of a mixture of diethyl ether and acetonitrile (7/3 by volume) and then filtered off by suction, washed with three times 2 cm3 of diethyl ether and dried under reduced pressure over phosphorus pentoxide. 98 mg of 2-[(cyclopropylcarbonyl)amino]-1H-benzimidazol-5-yl 2,6-dichlorobenzenesulfonate are obtained in the form of a white powder, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110571B2
Source datasetuspto-grants-2012_02
ORD IDord-7e55a52ecd6a42aa8e68d032a2fd6795
Source noteuspto-grants-2012_02