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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279850Generated: October 26, 2026

O-Xylene → 12-(4-n-Butyl-1-piperazinyl)-6H-indolo[2,1-c][1,4]benzodiazepine (E)-2-butenedioate

https://huagongshe.com/reaction/279850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
ReactantFumaric AcidHCID 444972—
Reactant12-methylthio-6H-indolo[2,1-c][1,4]benzodiazepineHCID 13505736—
SolventEthyl AcetateHCID 8857—
Product12-(4-n-Butyl-1-piperazinyl)-6H-indolo[2,1-c][1,4]benzodiazepine (E)-2-butenedioateHCID 131714378—

Reaction Steps

A mixture of 7.1 g of 12-methylthio-6H-indolo[2,1-c][1,4]benzodiazepine, the product of Example 1c, 6.64 g of 4-n-butyl-1-piperazine and 20 ml of xylene in a pressure bottle was heated to 240° C. for 3 hours. The reaction mixture was dissolved in EtOAc, washed with water, and dried anhydrous over Na2SO4. The crude product (after removal of solvent) was dissolved in MeOH and treated with one equivalent of fumaric acid to give a solid. Recrystallization of the fumarate salt from DMF yielded the title compound, a colorless solid, mp 197° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04587244
Source datasetuspto-grants-1986_05
ORD IDord-b8bae7d4826942dcb780867ae1005339
Source noteuspto-grants-1986_05