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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896122Generated: October 25, 2026

Iodoethane → 6-nitro-3-ethyl-2(3H)-benzothiazolone

https://huagongshe.com/reaction/896122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2(3H)-Benzothiazolone, 6-nitro-HCID 641571—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product6-nitro-3-ethyl-2(3H)-benzothiazoloneHCID 12286376—

Reaction Steps

A solution of 6-nitro-2-benzothiazolinone (2.5 g, 12.7 mmol) in anhydrous N,N-dimethylformamide (25 mL) under N2 is treated with 1,8-diazabicyclo[5.4.0]undec-7-ene (2.48 mL, 16.6 mmol) dropwise followed by iodoethane (1.22 mL, 15.3 mmol). Following a slight exotherm, the reaction mixture is stirred at ambient temperature for 21 h, diluted with water (20 mL) and filtered to give the title compound, mp 200-203° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919329B2
Source datasetuspto-grants-2005_07
ORD IDord-328fcd5dbc364c949566c5d24c577e78
Source noteuspto-grants-2005_07