Ethylenediamine → N-(3-isothiazolylmethyl)ethylenediamine

HRID 848004Notes

Reaction equation

[CH2:1]([NH2:4])[CH2:2][NH2:3].Br[CH2:6][C:7]1[CH:11]=[CH:10][S:9][N:8]=1>>[S:9]1[CH:10]=[CH:11][C:7]([CH2:6][NH:3][CH2:2][CH2:1][NH2:4])=[N:8]1

Participants

Reactant 2

HCID 3301Ethylenediamine

HCID 130375983-(bromomethyl)Isothiazole

Product 1

HCID 20557777N-(3-isothiazolylmethyl)ethylenediamine

Procedure

By the procedure of Example 34, ethylenediamine is reacted with 3-bromomethylisothiazole to give N-(3-isothiazolylmethyl)ethylenediamine. This intermediate is heated under reflux with S-methylisothiouronium sulphate in water for 3 hours by the procedure of Example 1 to give the title compound.

Sources & evidence

ORD record: ord-2537f686e72f40489a4759481a3eb518
Source dataset: uspto-grants-1981_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04293699

Reaction notes

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