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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760336Generated: November 2, 2026

Methane → Imiquimod

https://huagongshe.com/reaction/1760336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantAmmonium HydroxideHCID 14923—
ReactantImiquimod hydrochlorideHCID 13982876—
CatalystSodium DithioniteHCID 24489—
SolventWaterHCID 962—
ProductImiquimodHCID 5746980.6%

Reaction Conditions

Temperature87.5 °C

Reaction Steps

100 ml water and 10 g crude Imiquimod HCl are loaded into a 250 ml reactor. The mixture is heated to 85-90° C. to obtain a solution. 0.2 g sodium hydrosulfite is added and the solution turns from orange to yellow. 1 g of charcoal is added and after 10 minutes at 90-95° C. the charcoal is filtered off and the cake is washed with 10 ml of hot water. To the pale yellow solution obtained, 1 g of charcoal is added and stirred for 10 minutes at 90-95° C. The charcoal is filtered off and the cake is washed with 10 ml hot water. To the colorless solution obtained, 3 g NH4OH(NH3 26%) is added at 80° C. The white suspension obtained is cooled to 20° C. and filtered. The cake is washed three times with 10 ml water. No chloride should be detected by silver nitrate during the washes. The solid is dried under vacuum at 50° C. for 10 hours. A 7 g solid is obtained and the yield is 80.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06841678B2
Source datasetuspto-grants-2005_01
ORD IDord-ad3421a3beb14ab680ef141f2ada51fb
Source noteuspto-grants-2005_01