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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 375641Generated: October 28, 2026

4-Toluenesulfonyl chloride → HCID 18993251, compound

https://huagongshe.com/reaction/375641

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant1-MethylindoleHCID 11781—
ReactantSodium AzideHCID 33557—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 18993232HCID 18993232—
ProductHCID 18993251HCID 18993251—

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of 4-azidomethylphenylsulfonyl azide (2.93 g, 12.3 mmol), prepared by reaction of p-toluenesulfonyl chloride with N-bromosuccinimide followed by sodium azide, and 1-methylindole was heated at 55° C. for 6 hours. Pure 1-methyl-3-[4-(azidomethyl)phenylsulfonylamino]indole was obtained by chromatography on silica gel (1:1 CH2Cl2 /hexanes, then CH2Cl2, then 1.5% methanol/CH2Cl2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05486525
Source datasetuspto-grants-1996_01
ORD IDord-522686effa564459919e0cddf9448c5c
Source noteuspto-grants-1996_01