Ethylamine → N-cyano-N'-ethyl-N"-[2-(3-isothiazolylmethylthio)ethyl]guanidine

HRID 27545Notes

Reaction equation

[C:1]([NH:3][C:4](=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[CH:16]=[CH:15][S:14][N:13]=1)SC)#[N:2].[NH2:17][CH2:18][CH2:19]SCC1C=CSN=1.C(N)C>>[C:1]([NH:3][C:4]([NH:17][CH2:18][CH3:19])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[CH:16]=[CH:15][S:14][N:13]=1)#[N:2]

Participants

Reactant 3

HCID 6341Ethylamine

HCID 129515372-{[(1,2-Thiazol-3-yl)methyl]sulfanyl}ethan-1-amine

HCID 20567647N-cyano-N'-[2-(3isothiazolylmethylthio)ethyl]-S-methylisothiourea

Product 1

HCID 54273441N-cyano-N'-ethyl-N"-[2-(3-isothiazolylmethylthio)ethyl]guanidine

Procedure

Reacting N-cyano-N'-[2-(3-isothiazolylmethylthio)ethyl]-S-methylisothiourea, prepared from 3-[(2-aminoethyl)thiomethyl]isothiazole by the procedure of Example 3(c)(i), with ethylamine by the procedure of Example 4 gives N-cyano-N'-ethyl-N"-[2-(3-isothiazolylmethylthio)ethyl]guanidine.

Sources & evidence

ORD record: ord-a7e69908d06246fe84c2dbb3b4350db2
Source dataset: uspto-grants-1980_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04221802

Reaction notes

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