(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-ccdfea9b0a654ccea6e49434586575ac
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04230865

Reaction notes

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