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

HRID 436855Notes

Reaction equation

HRID 436855 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][N:7]=1.[CH3:14][S:15][C:16](S(C)=O)=[CH:17][N+:18]([O-:20])=[O:19]>CO>[N+:18]([CH:17]=[C:16]([S:15][CH3:14])[NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][N:7]=1)([O-:20])=[O:19]

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-[2-aminoethylthiomethyl]-3-methoxypyridine (2.1 g) in methanol (33 ml) was added over 25 minutes to a stirred solution of 1-methylthio-1-methylsulphinyl-2-nitroethylene (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-pyridyl)methylthio)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-c7069418bab44ed4a59a29dbfc84dd9b
Source dataset
uspto-grants-1977_06
Patent number
US04028379

Reaction notes

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