Water → (E)-3-(2-nitrothien-5-yl)-2-[(pyridin-2-yl)sulfonyl]acrylonitrile

HRID 726730Notes

Reaction equation

HRID 726730 reaction equation
[N+:1]([C:4]1[S:5][C:6]([CH:9]=O)=[CH:7][CH:8]=1)([O-:3])=[O:2].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([CH2:20][C:21]#[N:22])(=[O:19])=[O:18].O>C(O)C>[N+:1]([C:4]1[S:5][C:6](/[CH:9]=[C:20](/[S:17]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][N:11]=2)(=[O:19])=[O:18])\[C:21]#[N:22])=[CH:7][CH:8]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 962WaterHCID 782815-Nitrothiophene-2-carboxaldehydeHCID 5193552-Pyridinesulfonylacetonitrile

Product 1

HCID 15410661(E)-3-(2-nitrothien-5-yl)-2-[(pyridin-2-yl)sulfonyl]acrylonitrileYield 46.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Nitrothiophen-5-carboxaldehyde (0.157 g) and 2-pyridinesulphonylacetonitrile (0.2 g) were stirred in 2 mL of ethanol containing 0.01 mL piperidine for four hours at 100 C. The mixture was cooled to room temperature and water was added for crystalization. The crude product was filtered and recrystalized from ethanol and water to give 0.15 g of (E)-3-(2-nitrothien-5-yl)-2-[(pyridin-2-yl)sulfonyl]acrylonitrile.

Workup

  1. filtrationThe crude product was filtered
  2. customrecrystalized from ethanol and water

Sources & evidence

ORD record
ord-8ab7a160f28646129b1f683853c07f94
Source dataset
uspto-grants-1998_01
Patent number
US05710173

Reaction notes

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