2-{[(3-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amine → HCID 70509255, compound

HRID 2287159Notes

Reaction equation

HRID 2287159 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.[N+:14]([CH:17]=[C:18](SC)[S:19]([CH3:21])=O)([O-:16])=[O:15]>CO>[N+:14]([CH:17]=[C:18]([S:19][CH3:21])[NH: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)([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 129515352-{[(3-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amineHCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Product 1

HCID 70509255HCID 70509255, compoundYield 56.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 2-(3-methoxy-2-pyridylmethylthio)ethylamine (2.1 g) in methanol (33 ml) was added over 25 minutes to a stirred solution of 1-nitro-2-methylthio-2-methylsulphinylethylene (2.1 g) in methanol (75 ml) at 30°. After standing for an hour the solution was concentrated to give a yellow-brown oil which was crystallised from ethanol/ether to yield 1-nitro-2-methylthio-2-[2-(3-methoxy-2-pyridylmethylthio)-ethylamino]ethylene (1.9 g), m.p. 87.5°-88.5°.

Workup

  1. waitAfter standing for an hour
  2. concentrationthe solution was concentrated
  3. customto give a yellow-brown oil which
  4. customwas crystallised from ethanol/ether

Sources & evidence

ORD record
ord-41450ab3531d40ed9ee32c9f7e0194d1
Source dataset
uspto-grants-1981_05
Patent number
US04269844

Reaction notes

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