Methyl isothiocyanate → N-methyl-N'-[2-((4-chloro-2-methyl-5-pyrimidyl)methylthio)ethyl]thiourea

HRID 26839Notes

Reaction equation

C[N:2]=[C:3]=S.[Cl:5]CC1N=CC=CN=1.C1(=O)[N:17]([CH2:18][CH2:19][CH2:20][SH:21])[C:16](=O)[C:15]2=CC=CC=C12.[CH3:28][NH:29][C:30]([NH:32][CH2:33][CH2:34]CSCC1N=CC=CN=1)=[S:31]>>[CH3:28][NH:29][C:30]([NH:32][CH2:33][CH2:34][S:21][CH2:20][C:19]1[C:3]([Cl:5])=[N:2][C:16]([CH3:15])=[N:17][CH:18]=1)=[S:31]

Participants

Reactant 4

HCID 11167Methyl isothiocyanate

HCID 110204412-(3-Mercaptopropyl)isoindoline-1,3-dione

HCID 128773712-(Chloromethyl)pyrimidine

HCID 20557895N-methyl-N'-[3-(2-pyrimidylmethylthio)propyl]thiourea

Product 1

HCID 20557890N-methyl-N'-[2-((4-chloro-2-methyl-5-pyrimidyl)methylthio)ethyl]thiourea

Procedure

In the procedure of Example 1(i)(b) and (ii), using 2-chloromethylpyrimidine and 3-phthalimidopropanethiol as the starting materials, the product is N-methyl-N'-[3-(2-pyrimidylmethylthio)propyl]thiourea.

Sources & evidence

ORD record: ord-ae6c619c6aff412e82c5f563eac1c24f
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04151288

Reaction notes

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