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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1350413Generated: October 28, 2026

Dimethyl Sulfoxide → HCID 136005609, compound

https://huagongshe.com/reaction/1350413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 58860692HCID 58860692—
Reactant10H-Thieno[2,3-b][1,5]benzodiazepin-4-amine, 2-methyl-, hydrochloride (1:1)HCID 135525650—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 136005609HCID 13600560947.4%

Reaction Conditions

Temperature105 °C

Reaction Steps

Combine 2-methyl-4H-3-thia-4,9-diaza-benzo[f]azulen-10-ylamine hydrochloride (642.0 mg, 2.42 mmol), (S)-2-[2-(4-chloro-phenyl)-ethyl]-piperazine (1.09 g, 4.83 mmol), N,N-diisopropylethylamine (312.2 mg, 2.42 mmol), DMSO (1.0 ml), and toluene (4.0 ml). Stir and heat the mixture at 105° C. After 48 hours, cool the mixture to ambient temperature and then dilute it with ethyl acetate and water. Remove the organic layer and wash it with 1N NaOH and brine. Dry (sodium sulfate) and concentrate the organic layer to residue. Purify the residue on silica gel using dichloromethane/methanol (95:5) to give 501.6 mg (47%) of the title compound as a brown foam: mp 91°, dec; mass spectrum (ion spray): m/z=437.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07214673B2
Source datasetuspto-grants-2007_05
ORD IDord-7b43b28ca1f041deb51282eba198ed73
Source noteuspto-grants-2007_05