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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275652Generated: October 30, 2026

Ethylenediamine → 6-[N'-(2-aminoethyl)thioureido]-1-t-butoxycarbonyl-2,3-dihydro-7-methylindole

https://huagongshe.com/reaction/1275652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
Reactant1-t-Butoxycarbonyl-2,3-dihydro-6-isothiocyanato-7-methylindoleHCID 15896372—
SolventDichloromethaneHCID 6344—
Product6-[N'-(2-aminoethyl)thioureido]-1-t-butoxycarbonyl-2,3-dihydro-7-methylindoleHCID 15896373101.1%

Reaction Steps

A solution of the above crude 1-t-butoxycarbonyl-2,3-dihydro-6-isothiocyanato-7-methylindole (0.59 g) in methylene chloride (10 mL) is slowly added to a solution of ethylenediamine (0.60 g, 10 mmol) in methylene chloride (10 mL). After 30 minutes, the solution is washed with four 50-mL portions of aqueous potassium carbonate, dried over anhydrous potassium carbonate, filtered and rotary evaporated to yield 6-[N'-(2-aminoethyl)thioureido]-1-t-butoxycarbonyl-2,3-dihydro-7-methylindole as an amber glassy solid (0.72 g). This material is taken on into the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06162818
Source datasetuspto-grants-2000_12
ORD IDord-14a457f59e834155b943bdc4f62418bf
Source noteuspto-grants-2000_12