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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850698Generated: October 29, 2026

Dimethylformamide → Methyl 2-((3-methyl-4-nitroisothiazol-5-yl)carbamoyl)benzoate

https://huagongshe.com/reaction/1850698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant5-Bromo-3-methyl-4-nitro-1,2-thiazoleHCID 274091—
ReactantHCID 178515024HCID 178515024—
ProductMethyl 2-((3-methyl-4-nitroisothiazol-5-yl)carbamoyl)benzoateHCID 90411396—

Reaction Steps

A mixture of 5-bromo-3-methyl-4-nitro-isothiazole (200 mg, 0.8967 mmol), (1,3-dioxoisoindolin-2-yl)potassium (174.4 mg, 0.9415 mmol) in dry DMF (2 mL) was stirred at RT overnight. The mixture was quenched by the addition of methanol, stirred at RT for 1 h, then the reaction mixture was concentrated in vacuo. The residue was triturated in a small volume of dry MeOH. The precipitate was collected by filtration and dried in vacuo, yielding methyl 2-((3-methyl-4-nitroisothiazol-5-yl)carbamoyl)benzoate as a pale yellow solid. (165 mg, 57%) MS (ES+) 322.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957078B2
Source datasetuspto-grants-2015_02
ORD IDord-5db088bc2f48436eb4f04f77bd008f95
Source noteuspto-grants-2015_02