(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-7f505ad01b8a4e0591767e6c6b6826e4
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04226874

Reaction notes

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