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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618642Generated: November 1, 2026

Borane;tetrahydrofuran → 6-Nitro-3,4-dihydro-2H-benzo[b][1,4]thiazine

https://huagongshe.com/reaction/1618642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant6-Nitro-2H-benzo[b][1,4]thiazin-3(4H)-oneHCID 4182356—
Product6-Nitro-3,4-dihydro-2H-benzo[b][1,4]thiazineHCID 45791601—

Reaction Steps

6-nitro-2H-benzo[b][1,4]thiazin-3(4H)-one (4 g, 19 mmol) was stirred in BH3-THF (285 mL, 258 mmol) at reflux overnight. After this time the reaction mixture was cooled to rt and quenched with MeOH. The reaction was partitioned between EtOAc and water. The separated organic layer was dried over Mg2SO4 and evaporated in vacuo to give 6-nitro-3,4-dihydro-2H-benzo[b][1,4]thiazine that was used without further purification in the next step. Mass Spectrum (ESI) m/e=197 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-09883a05e25f434c859cd510e68e29cd
Source noteuspto-grants-2014_07