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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703867Generated: October 30, 2026

Hydrochloric Acid → DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(2-methoxyiminoethoxy)benzyl]aminopyrimidine

https://huagongshe.com/reaction/703867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTolueneHCID 1140—
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
ReactantDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(2,2-diethoxyethoxy)benzyl]aminopyrimidineHCID 131716277—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(2-methoxyiminoethoxy)benzyl]aminopyrimidineHCID 13171627942.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1.0 g of dl-5-chloro-6-ethyl-4-[α-ethyl-4-(2,2-diethoxyethoxy)benzyl]aminopyrimidine obtained in Example 19 dissolved in 40 ml of ethanol was added 0.4 g of methoxyamine hydrochloride. Then, after addition of a catalytic amount of a 6N hydrochloric acid, the mixture was stirred at 60° C. for 2 hours. After completion of the reaction, the solvent was distilled off under reduced pressure and extracted with ethyl acetate. Then, the extract was washed with water, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The oily product obtained was isolated by column chromatography (Wako Gel C-200, trade name, eluted with toluene:ethyl acetate=7:1) to give 0.4 g of the desired product as pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04985426
Source datasetuspto-grants-1991_01
ORD IDord-eb6a28dde91c4122bdb1525b49c0b302
Source noteuspto-grants-1991_01