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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194142Generated: October 30, 2026

Water → HCID 59577874, compound

https://huagongshe.com/reaction/2194142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsopropylamineHCID 6363—
ReactantDimethylalumanylium chlorideHCID 16686359—
ReactantHCID 59578079HCID 59578079—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 59577874HCID 5957787430.4%

Reaction Conditions

Temperature95 °C

Reaction Steps

4-[8-(2-Chloro-benzenesulfonyl)-1-oxo-2,8-diaza-spiro[4.5]dec-2-yl]-benzoic acid methyl ester (0.149 g), compound of example 150), was suspended in toluene under an argon atmosphere at RT, isopropylamine (0.057 g) and dimethylaluminium chloride in hexane (1 molar, 1.61 ml) were added and the mixture stirred 10 minutes at 130° than overnight at 95° C. The reaction mixture was cooled to RT, water (0.05 ml) was added, and the mixture was stirred for 10 minutes. Then the solvent was carefully evaporated off in vacuo, the residue was adsorbed on silica gel and chromatographed over silica gel (eluents: AcOEt/heptane, gradient from 0 to 50%) to give the desired compound (0.048 g) as white solid. MS (ESI): 490.15 MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329904B2
Source datasetuspto-grants-2012_12
ORD IDord-9ffdfea84f494c99b71c323e36e6e932
Source noteuspto-grants-2012_12