Potassium Hydroxide → HCID 13646628, compound

HRID 647098Notes

Reaction equation

HRID 647098 reaction equation
[OH-].[K+].[N+:3]([CH:6]=[C:7](SC)[S:8]([CH3:10])=O)([O-:5])=[O:4].Cl.[NH2:14][CH2:15][C:16](=O)[CH3:17]>CO>[CH3:10][S:8][C:7]1[NH:14][CH:15]=[C:16]([CH3:17])[C:6]=1[N+:3]([O-:5])=[O:4]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 30840252-Propanone, 1-amino-, hydrochlorideHCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Product 1

HCID 13646628HCID 13646628, compoundYield 16.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Crushed potassium hydroxide (5.7 g, 0.1 mol) was added portionwise to a refluxing solution of 1-nitro-2-methylthio-2-methylsulphinylethylene (9.3 g, 0.05 mol) and aminoacetone hydrochloride (5.6 g, 0.05 mol) in methanol (100 ml). Reflux was continued for 5 minutes, and then the mixture was cooled and the solvent removed in vacuo. Water was added to the residue, and the solid was recrystallised from chloroform/methanol/petroleum ether to give 2-methylthio-3-nitro-4-methylpyrrole (1.45 g, 16%) m.p. 216-216-5.

Workup

  1. temperatureReflux
  2. temperaturethe mixture was cooled
  3. customthe solvent removed in vacuo
  4. additionWater was added to the residue
  5. customthe solid was recrystallised from chloroform/methanol/petroleum ether

Sources & evidence

ORD record
ord-9b6926fc9dc347859b6001f3e705187a
Source dataset
uspto-grants-1983_10
Patent number
US04407808

Reaction notes

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