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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943584Generated: November 1, 2026

Dimethyl Sulfoxide → Desmethylolanzapine

https://huagongshe.com/reaction/1943584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTolueneHCID 1140—
ReactantPiperazineHCID 4837—
Reactant10H-Thieno[2,3-b][1,5]benzodiazepin-4-amine, 2-methyl-, hydrochloride (1:1)HCID 135525650—
SolventWaterHCID 962—
ProductDesmethylolanzapineHCID 13544620969%

Reaction Conditions

Temperature125 °C

Reaction Steps

Starting material C (prepared according to the above, 140 mg, 0.53 mmol) was added to a mixture of dry dimethyl sulfoxide (1 ml), dry toluene (1 ml), and piperazine (140 mg, 1.6 mmol). The stirred solution was then heated at 125° C. under nitrogen for 5 h and cooled to room temperature. Then distilled water (2 ml) was added, while the temperature is kept below 25° C. After stirring at 5° C. for 30 minute, the suspension was cooled overnight and the solid D was filtered, washed with chilled water, and dried at 70° C. under reduced pressure; yield 69%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394790B2
Source datasetuspto-grants-2013_03
ORD IDord-203a1537ad9348fab74cfa18ccb8967a
Source noteuspto-grants-2013_03