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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378410Generated: October 26, 2026

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

https://huagongshe.com/reaction/2378410

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 numberUS07470797B2
Source datasetuspto-grants-2008_12
ORD IDord-fc35461462774fbc82a12f9d9084b049
Source noteuspto-grants-2008_12