Dimethyl N-cyanodithioiminocarbonate → HCID 86736309, compound

HRID 893943Notes

Reaction equation

HRID 893943 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:9][S:10][CH2:11][CH2:12][NH2:13])=[N:5][CH:6]=[CH:7][CH:8]=1.[CH3:14]S[C:16](=[N:19][C:20]#[N:21])[S:17][CH3:18]>C(O)C>[CH2:3]([OH:2])[CH3:8].[CH3:4][CH2:3][O:2][CH2:1][CH3:14].[C:20]([NH:19][C:16](=[N:13][CH2:12][CH2:11][S:10][CH2:9][C:4]1[C:3]([O:2][CH3:1])=[CH:8][CH:7]=[CH:6][N:5]=1)[S:17][CH3:18])#[N:21]

Participants

4

Reactant 2

HCID 66289Dimethyl N-cyanodithioiminocarbonateHCID 129515352-{[(3-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amine

Product 1

HCID 86736309HCID 86736309, compoundYield 149.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 2-(3-methoxy-2-pyridylmethylthio)-ethylamine (2.1 g) in ethanol (15 ml) was added over one hour to a stirred solution of dimethyl-N-cyanodithioimidocarbonate (1.5 g) in ethanol (15 ml) and the mixture was allowed to stand overnight, to yield on recrystallisation from ethanol/ether N-cyano-N'-[2-(3-methoxy-2-pyridylmethylthio)ethyl]-S-methylisothiourea (2.2 g), m.p. 120°-103° C.

Sources & evidence

ORD record
ord-0f04be1d88a44abb97612c8f61147953
Source dataset
uspto-grants-1981_08
Patent number
US04282224

Reaction notes

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