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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722273Generated: October 31, 2026

Sodium Azide → N-[(1R,2R)-2-Amino-2,3-dihydro-1H-inden-1-yl]methanesulfonamide

https://huagongshe.com/reaction/722273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
ReactantHCID 86590533HCID 86590533—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductN-[(1R,2R)-2-Amino-2,3-dihydro-1H-inden-1-yl]methanesulfonamideHCID 6722065084.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

(1R,2S)-1-Methanesulphonamido-2-methylsulphonyloxyindan (2.0 g, 6.56 mmol) was dissolved in dry dimethyl acetamide (20 ml). Sodium azide (1.7 g, 26.2 mmol) was added and the mixture heated to 90° C. for 1 hour. The reaction was cooled, diluted with EtOAc (100 ml), washed with water (6×50 ml), dried over magnesium sulphate and filtered. 10% Palladium on activated carbon was added and the mixture stirred under a hydrogen atmosphere for 3 hours. Filtration through celite followed by evaporation gave the title compound (1.25 g, 83%) as a pale green solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138415B2
Source datasetuspto-grants-2006_11
ORD IDord-8d1afeb7e34b4fd7afa0439f94dad712
Source noteuspto-grants-2006_11