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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465421Generated: October 25, 2026

Methanol → 4-(6,7-Dimethoxy-9H-1,3,9-triaza-fluoren-4-yl)-piperazine-1-carbothioic acid(benzo[1,3]dioxol-5-ylmethyl)-amide

https://huagongshe.com/reaction/1465421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
Reactant6,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indoleHCID 14293784—
ReactantN-Benzo[1,3]dioxol-5-ylmethyl-thioformamide chlorideHCID 86601006—
SolventDichloromethaneHCID 6344—
Product4-(6,7-Dimethoxy-9H-1,3,9-triaza-fluoren-4-yl)-piperazine-1-carbothioic acid(benzo[1,3]dioxol-5-ylmethyl)-amideHCID 11237489—

Reaction Steps

To a solution of 6,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indole (200 mg, 0.64 mmol) and pyridine (0.5 mL, 6.4 mmol) in dichloromethane (20 mL) was added the solution of product 1c in dichloromethane (20 mL) and the mixture was stirred overnight. Methanol was added to quench excess thiophosgene, and the residue after removal of solvent was purified by silica gel column chromatography eluting with 5% methanol/dichloromethane and further recrystallized from dichloromethane/hexane to give 130 mg (40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999988B2
Source datasetuspto-grants-2015_04
ORD IDord-41f617e46bee4451881d8d6e13dc5692
Source noteuspto-grants-2015_04