(2-Isothiocyanatoethyl)dimethylamine → N-(2-Dimethylaminoethyl)-N'-[2-(2-pyrimidylmethylamino)ethyl]thiourea

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[CH2:7][NH:8][CH2:9][CH2:10][NH2:11].[CH3:12][N:13]([CH3:19])[CH2:14][CH2:15][N:16]=[C:17]=[S:18]>>[CH3:12][N:13]([CH3:19])[CH2:14][CH2:15][NH:16][C:17]([NH:11][CH2:10][CH2:9][NH:8][CH2:7][C:2]1[N:3]=[CH:4][CH:5]=[CH:6][N:1]=1)=[S:18]

Participants

Reactant 2

HCID 3853726(2-Isothiocyanatoethyl)dimethylamine

HCID 20557649N-(2-pyrimidylmethyl)ethylenediamine

Product 1

HCID 20557883N-(2-Dimethylaminoethyl)-N'-[2-(2-pyrimidylmethylamino)ethyl]thiourea

Procedure

Treating N-(2-pyrimidylmethyl)ethylenediamine with 2-dimethylaminoethyl isothiocyanate, then concentrating and separating by column chromatography by the procedure of Example 40 (a)(ii) gives the title compound.

Workup

concentrationconcentrating
customseparating by column chromatography by the procedure of Example 40 (a)(ii)

Sources & evidence

ORD record: ord-d2da43459f6f413db3059fa01cdbd26e
Source dataset: uspto-grants-1981_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04307101

Reaction notes

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