2-{[(4-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amine → HCID 70509356, compound

HRID 2295885Notes

Reaction equation

HRID 2295885 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.[CH3:14][S:15][C:16](S(C)=O)=[CH:17][N+:18]([O-:20])=[O:19]>CO>[OH2:12].[CH3:14][S:15][C:16]([NH: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)=[CH:17][N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 202792902-{[(4-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amineHCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Product 1

HCID 70509356HCID 70509356, compoundYield 110.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 2-(2-aminoethylthiomethyl)-4-methoxypyridine (3.28 g) in methanol (40 cc) was added over 70 minutes to a stirred solution of 1-methylthio-1-methylsulphinyl-2-nitroethylene (3.01 g) in methanol (200 cc) at 30°. The mixture was allowed to stand overnight at room temperature and was evaporated to an oil which was crystallised from aqueous ethanol to give 1-methylthio-1-[2-(4-methoxy-2-pyridylmethylthio)ethylamino]-2-nitroethylene monohydrate (3.04 g) m.p. 52.5°-54.5°.

Workup

  1. customwas evaporated to an oil which
  2. customwas crystallised from aqueous ethanol

Sources & evidence

ORD record
ord-29cb4fb64e234716b5e4442ae656f4b3
Source dataset
uspto-grants-1984_01
Patent number
US04426526

Reaction notes

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