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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783496Generated: October 25, 2026

Hydrochloric Acid → 4-(6-Aminobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1783496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantStannous ChlorideHCID 24479—
Reactant4-(6-Nitrobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl esterHCID 15027801—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-(6-Aminobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl esterHCID 1502780277%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4-(6-nitrobenzothiazol-2-yl)piperazine-1-carboxylic acid benzyl ester (1.13 g, 2.84 mmol), SnCl2 (2.56 g, 11.3 mmol), and conc. HCl (0.35 mL, 4.25 mmol) in EtOH was heated at 70° C. overnight, diluted with water, neutralized with 1 N NaOH to pH 10, and extracted with CH2Cl2. The combined extracts were filtered through a pad of silica gel. The filtrate was concentrated in vacuo to provide the title compound (0.80 g, 77%), characterized by NMR and mass spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501421B2
Source datasetuspto-grants-2009_03
ORD IDord-2785adce26aa4f3cb36dcb4fb2aa1cc0
Source noteuspto-grants-2009_03