Formamide → HCID 178518053, compound

HRID 369854Notes

Reaction equation

HRID 369854 reaction equation
[NH2:1][C:2]1[NH:3][C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][C:6]=1[C:7](OCC)=[O:8].[CH:18]([NH2:20])=O>CN(C=O)C.C(O)=O>[C:12]1([C:4]2[NH:3][C:2]3[N:1]=[CH:18][N:20]=[C:7]([OH:8])[C:6]=3[CH:5]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 713FormamideHCID 13736041Ethyl 2-amino-5-phenyl-1H-pyrrole-3-carboxylate

Product 1

HCID 178518053HCID 178518053, compound

Reagents, catalysts & solvents 2

HCID 284Formic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

Under a protective gas, 2.30 g (10 mmol) of 2-amino-3-ethoxycarbonyl-5-phenyl-1H-pyrrole [for preparation see: Synthesis, 272 (1987)] in 20 ml of formamide, 10 ml of DMF and 5 ml of formic acid are heated at 150° C. for 24 hours. The reaction mixture is cooled and filtered and the residue is washed with isopropanol/hexane. Stirring in hot isopropanol yields the title compound; m.p.>300° C.; FAB-MS: (M+H)+ =212.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered
  3. washthe residue is washed with isopropanol/hexane

Sources & evidence

ORD record
ord-9b8c0780eaca45bc800dc7f0f64497ba
Source dataset
uspto-grants-2000_10
Patent number
US06140332

Reaction notes

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