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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708286Generated: October 30, 2026

Hydrochloric Acid → 8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid N-isopropyl-hydrazide hydrochloride

https://huagongshe.com/reaction/708286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantN'-(8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carbonyl)-N'-isopropyl-hydrazinecarboxylic acid tert-butyl esterHCID 58204215—
SolventMethanolHCID 887—
Product8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid N-isopropyl-hydrazide hydrochlorideHCID 6705065296%

Reaction Steps

A suspension of N′-(8-bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carbonyl)-N′-isopropyl-hydrazinecarboxylic acid tert-butyl ester (6.14 g, 12.7 mmol) in methanol (49 mL) was treated with 4N HCl in dioxan (12.7 mL, 51.0 mmol) and stirred at RT for 0.75 h before being warmed to 50° C. and stirred for 3 h. The reaction mixture was concentrated in vacuo and the resultant solid was triturated with diethyl ether to give the title compound as a yellow brown solid (5.14 g, 12.3 mmol, 96%). LCMS: RT=4.79 min, [M+H]+=382/384.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09175009B2
Source datasetuspto-grants-2015_11
ORD IDord-065e8b5a602f4dfe8449872915c0a2b1
Source noteuspto-grants-2015_11