Dimethyl N-cyanodithioiminocarbonate → HCID 20474239, compound

HRID 2083056Notes

Reaction equation

HRID 2083056 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][N:7]=1.[C:14]([N:16]=[C:17](SC)[S:18][CH3:19])#[N:15]>C(O)C>[C:14]([NH:16][C:17](=[N:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][N:7]=1)[S:18][CH3:19])#[N:15]

Participants

4

Reactant 2

HCID 66289Dimethyl N-cyanodithioiminocarbonateHCID 202792902-{[(4-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amine

Product 1

HCID 20474239HCID 20474239, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 2-(2-aminoethylthiomethyl)-4-methoxypyridine (3.15 g) in ethanol (25 cc) was added over 1 hour to a stirred solution of dimethyl N-cyanodithioimidocarbonate (2.215 g) in ethanol (30 cc) at 22° and the mixture was allowed to stand overnight at room temperature. Nitrogen was passed through the suspension and the mixture was filtered to give N-cyano-N'-[2-((4-methoxy-2-pyridyl)methylthio)ethyl]-S-methylisothiourea m.p. 91.5°-92.5°. (3.9 g).

Workup

  1. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-545df9d68ad44f38b491f1513d4a2db5
Source dataset
uspto-grants-1978_04
Patent number
US04083983

Reaction notes

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