Sodium Methoxide → HCID 23325026, compound

HRID 1381004Notes

Reaction equation

HRID 1381004 reaction equation
Cl.[NH2:2][CH2:3][C:4](=O)[CH2:5][CH2:6][CH2:7][CH3:8].[CH3:10][S:11][C:12](S(C)=O)=[CH:13][N+:14]([O-:16])=[O:15].C[O-].[Na+]>CO>[CH3:10][S:11][C:12]1[NH:2][CH:3]=[C:4]([CH2:5][CH2:6][CH2:7][CH3:8])[C:13]=1[N+:14]([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 10942334Sodium MethoxideHCID 233250431-Aminohexan-2-one--hydrogen chloride (1/1)HCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Product 1

HCID 23325026HCID 23325026, compoundYield 48.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

1Amino-2-hexanone hydrochloride (5.8 g) was dissolved in methanol (100 ml) and mixed with a solution of 1-methylthio-1-methylsulphinyl-2-nitroethylene (6.8 g) in warm methanol (100 ml). A solution of sodium methoxide in methanol (from 1.7 g sodium) was added dropwise, with stirring, over 2 hours at 60°, and the mixture was evaporated to dryness. The residue was triturated with water, and the solid was filtered off and dried, to give 2-methylthio-3-nitro-4-n-butylpyrrole (3.9 g).

Workup

  1. customthe mixture was evaporated to dryness
  2. customThe residue was triturated with water
  3. filtrationthe solid was filtered off
  4. customdried

Sources & evidence

ORD record
ord-ac77524a60234e62958e7959a3d433e1
Source dataset
uspto-grants-1986_04
Patent number
US04584384

Reaction notes

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