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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966901Generated: October 27, 2026

NBD-Cl → 7-Chloro-2,1,3-benzoxadiazol-4-amine

https://huagongshe.com/reaction/966901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNBD-ClHCID 25043—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product7-Chloro-2,1,3-benzoxadiazol-4-amineHCID 2187516794%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 1.0 g (5.02 mmol) of 4-chloro-7-nitrobenzofurazan in 20 mL AcOH, 10 mL EtOAc and 2 mL H2O was heated at 50° C. and treated with iron powder (1.4 g, 251 mmol). The mixture was heated at 80° C. for 30 min and then allowed to cool to rt. The mixture was filtered through Celite eluting with EtOAc. The filtrate was washed with sat. aq. NaHCO3, dried over MgSO4, and concentrated under reduced pressure to give compound 258A (0.80 g, 94%) as a red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953679B2
Source datasetuspto-grants-2005_10
ORD IDord-26a2fc2eb88d4fbca4c90a503bb6f641
Source noteuspto-grants-2005_10