Methylamine → N-cyano-N'-[2-(3-isothiazolylmethylthio)ethyl]-N"-methylguanidine

HRID 1605343Notes

Reaction equation

HRID 1605343 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].[CH3:17][NH2:18]>>[C:1]([NH:3][C:4]([NH:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[CH:16]=[CH:15][S:14][N:13]=1)=[N:18][CH3:17])#[N:2]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 20567647N-cyano-N'-[2-(3isothiazolylmethylthio)ethyl]-S-methylisothiourea

Product 1

HCID 9992541N-cyano-N'-[2-(3-isothiazolylmethylthio)ethyl]-N"-methylguanidine

Procedure

The reaction of N-cyano-N'-[2-(3-isothiazolylmethylthio)ethyl]-S-methylisothiourea (0.27 g.) with excess methylamine according to the procedure described in Example 3(c) and recrystallisation of the product from isopropyl acetate afforded N-cyano-N'-[2-(3-isothiazolylmethylthio)ethyl]-N"-methylguanidine (0.12 g.), m.p. 91°-93°. (Found: C, 42.4; H, 5.1; N, 27.3; S, 25.2. C9H13N5S2 requires: C, 42.3; H, 5.1; N, 27.4; S, 25.1).

Workup

  1. customdescribed in Example 3(c) and recrystallisation of the product from isopropyl acetate

Sources & evidence

ORD record
ord-542369eb19ef43eb87cdfb7fefcf2a07
Source dataset
uspto-grants-1976_04
Patent number
US03950333

Reaction notes

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