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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209419Generated: November 3, 2026

Sodium Nitrite → 3-(2-Bromophenyl)-6-(2,6-difluorophenyl)-1,2,4,5-tetrazine

https://huagongshe.com/reaction/2209419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium NitriteHCID 23668193—
ReactantHCID 178505724HCID 178505724—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product3-(2-Bromophenyl)-6-(2,6-difluorophenyl)-1,2,4,5-tetrazineHCID 2336274495.7%

Reaction Steps

A solution of 0.26 g of sodium nitrite in 1 ml of water is dropped to a solution containing 0.62 g of 3-(2-bromophenyl)-6-(2,6-difluorophenyl)-1,2-dihydro-1,2,4,5-tetrazine [prepared in the preceeding step c.)] in 2 ml of glacial acetic acid at room temperature under stirring. The progress of the reaction is followed by thin layer chromatography (TLC). The reddish-violet crystals are filtered, washed with water until neutral and dried to give 0.59 g of crystalline desired product, i.e. the title compound of Example 1. This crude product is recrystallized from a mixture of gasoline and acetone, m.p.: 168° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05455237
Source datasetuspto-grants-1995_10
ORD IDord-0f286438188e4a2b8c243fb0727e8dc3
Source noteuspto-grants-1995_10