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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281679Generated: October 31, 2026

4-Chlorobenzenesulfonyl chloride → 1-(4-Chloro-benzenesulfonyl)-1,6-diaza-spiro[3.3]heptane-6-carboxylic acid adamantan-1-ylamide

https://huagongshe.com/reaction/2281679

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzenesulfonyl chlorideHCID 7398—
Reactant6-(Adamantan-1-ylcarbamoyl)-1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl esterHCID 86682352—
Product1-(4-Chloro-benzenesulfonyl)-1,6-diaza-spiro[3.3]heptane-6-carboxylic acid adamantan-1-ylamideHCID 71555047—

Reaction Steps

In analogy to the experimental procedure of example 6b) 6-(Adamantan-1-ylcarbamoyl)-1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester instead of tert-butyl 1-(2,4-dichlorobenzylcarbamoyl)-1,6-diazaspiro[3.3]heptane-6-carboxylate was converted using 4-chlorobenzene-1-sulfonyl chloride into the title compound which was obtained as an off-white sticky solid (29 mg, 35%). MS m/e: 450 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139593B2
Source datasetuspto-grants-2015_09
ORD IDord-451d5855da35469a9ff3ec9574aa71ce
Source noteuspto-grants-2015_09