Methanol → Methyl 5-nitro-1H-pyrrole-2-carboxylate

HRID 726476Notes

Reaction equation

HRID 726476 reaction equation
[N+:1]([C:4]1[NH:8][C:7](C(=O)C(Cl)(Cl)Cl)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:15][O-:16].[Na+].[CH3:18][OH:19]>>[N+:1]([C:4]1[NH:8][C:7]([C:15]([O:19][CH3:18])=[O:16])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 12066241HCID 12066241, compound

Product 1

HCID 23278377Methyl 5-nitro-1H-pyrrole-2-carboxylate

Procedure

5.5 g (21.3 mmol) of 5-nitro-2-trichloroacetylpyrrole and 100 ml of methanol were introduced into a round-bottomed flask and 3.6 g of sodium methoxide were added in small quantities. The mixture was stirred at room temperature for 2 hours, the reaction medium was evaporated, the residue was triturated in water, the solid filtered and dried. 3 g (83%) of the expected methyl ester of melting point 178°-179° C. were recovered.

Workup

  1. customthe reaction medium was evaporated
  2. customthe residue was triturated in water
  3. filtrationthe solid filtered
  4. customdried
  5. custom3 g (83%) of the expected methyl ester of melting point 178°-179° C. were recovered

Sources & evidence

ORD record
ord-755bf36e0b524e0ca38ccf7c8d90127a
Source dataset
uspto-grants-1998_01
Patent number
US05709867

Reaction notes

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