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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498301Generated: October 25, 2026

Methanol → 9-Chloro-5,6-dihydrobenzo[f][1,2,4]triazolo[1,5-d][1,4]oxazepine-2-carboxylic acid

https://huagongshe.com/reaction/1498301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl-9-chloro-5,6-dihydrobenzo[f][1,2,4]triazolo[1,5-d][1,4]oxazepine-2-carboxylateHCID 58204850—
SolventTetrahydrofuranHCID 8028—
Product9-Chloro-5,6-dihydrobenzo[f][1,2,4]triazolo[1,5-d][1,4]oxazepine-2-carboxylic acidHCID 5820458689%

Reaction Conditions

Temperature25 °C

Reaction Steps

Methyl-9-chloro-5,6-dihydrobenzo[f][1,2,4]triazolo[1,5-d][1,4]oxazepine-2-carboxylate (0.144 g, 0.515 mmol) was dissolved in 3:2:1 THF:MeOH:H2O (5.0 mL), and treated with 4 N aqueous LiOH (0.644 mL). The mixture was stirred for 30 min at 25° C. The reaction was quenched with 1 N aq. HCl (10 mL) and the solution was extracted with EtOAc (3×20 mL). The combined organic extracts were dried with Na2SO4 and concentrated in vacuo to give 9-Chloro-5,6-dihydrobenzo[f][1,2,4]triazolo[1,5-d][1,4]oxazepine-2-carboxylic acid (89% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09198918B2
Source datasetuspto-grants-2015_12
ORD IDord-5badfc5ce1ff4c81bdbbf0e75af947ed
Source noteuspto-grants-2015_12