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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707263Generated: October 28, 2026

2-Chlorobenzothiazole → HCID 178454112, compound

https://huagongshe.com/reaction/707263

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzothiazoleHCID 11987—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178454110HCID 178454110—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 178454112HCID 17845411269.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of tert-butyl(cis-3-aminocyclobutyl)carbamate (1.26 g, 6.77 mmol), 2-chlorobenzothiazole (0.965 mL, 6.77 mmol) and N,N-diisopropylethylamine (2.354 mL, 13.53 mmol) in DMSO (5 mL) was heated to 110° C. in a sealed microwave vial for 4 h, cooled to room temperature, diluted with water and extracted with EtOAc. EtOAc extract was concentrated and crude material purified with ISCO using silica gel column eluting with 0-80% EtOAc/hexane to give the desired product tert-butyl(cis-3-(benzo[d]thiazol-2-ylamino)cyclobutyl)carbamate (1.5 g, 4.70 mmol, 69.4% yield). m/z: 320.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174992B2
Source datasetuspto-grants-2015_11
ORD IDord-7e8bb65403b54011a99136f7c119d068
Source noteuspto-grants-2015_11