Acetic Acid → 3-(2-Nitroethenyl)-1H-pyrrole

HRID 1414740Notes

Reaction equation

HRID 1414740 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([CH:6]=O)=[CH:2]1.[N+:8]([CH3:11])([O-:10])=[O:9].C(N)C1C=CC=CC=1.C(O)(=O)C>C(O)C>[N+:8]([CH:11]=[CH:6][C:3]1[CH:4]=[CH:5][NH:1][CH:2]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 6375NitromethaneHCID 7504BenzylamineHCID 6403081H-pyrrole-3-carboxaldehyde

Product 1

HCID 541392023-(2-Nitroethenyl)-1H-pyrrole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2.26 g (0.0238 mole) of pyrrole-3-carboxaldehyde, 1.28 ml (0.0238 mole) of nitromethane, 0.405 ml of benzyl amine (0.0038 mole) and 0.21 ml (0.0038 mole) of acetic acid in 8 ml of absolute ethanol is stirred overnight, collected and washed with ethanol to give as a yellow solid 3-(2-nitrovinyl)pyrrole; m.p. 160°-164° C (dec.).

Workup

  1. customcollected
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-7cc9b528478f4b01ac1312352578bafa
Source dataset
uspto-grants-1977_01
Patent number
US04002643

Reaction notes

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