Ethylenediamine → N-(2-pyrimidylmethyl)ethylenediamine

HRID 1577213Notes

Reaction equation

[CH2:1]([NH2:4])[CH2:2][NH2:3].Cl[CH2:6][C:7]1[N:12]=[CH:11][CH:10]=[CH:9][N:8]=1.OCC1N=CC=CN=1.S(Cl)(Cl)=O>>[N:8]1[CH:9]=[CH:10][CH:11]=[N:12][C:7]=1[CH2:6][NH:3][CH2:2][CH2:1][NH2:4]

Participants

Reactant 4

HCID 3301Ethylenediamine

HCID 24386Thionyl Chloride

HCID 27630242-Pyrimidinemethanol

HCID 128773712-(Chloromethyl)pyrimidine

Product 1

HCID 20557649N-(2-pyrimidylmethyl)ethylenediamine

Procedure

By the procedure of Example 34, ethylenediamine is reacted with 2-chloromethylpyrimidine, prepared by treating 2-hydroxymethylpyrimidine with thionyl chloride to give N-(2-pyrimidylmethyl)ethylenediamine.

Workup

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Sources & evidence

ORD record: ord-438a1086514d4f85a46308fa15b1f931
Source dataset: uspto-grants-1981_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04287198

Reaction notes

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