Sodium Bicarbonate → HCID 12051832, compound

HRID 2228609Notes

Reaction equation

HRID 2228609 reaction equation
[C:1]([C:3]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[NH:5][C:4]=1[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)#[N:2].C([O-])(O)=[O:22].[Na+]>S(=O)(=O)(O)O>[NH2:2][C:1]([C:3]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=2)[NH:5][C:4]=1[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)=[O:22]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 120518314-Methyl-2,5-di-4-pyridinyl-1H-pyrrole-3-carbonitrile

Product 1

HCID 12051832HCID 12051832, compoundYield 51%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 1118Sulfuric AcidSolvent

Conditions

Temperature
85 °C

Procedure

3-Cyano-4-methyl-2,5-di(4-pyridyl)-1H-pyrrole (200 mg, 0.77 mmol) was dissolved in sulfuric acid (3 mL) and the mixture was stirred for 15 hours at 85° C. After cooling, fuing sulfuric acid (1 drop) was added to the reaction mixture and stirred for 1 hour at room temperature. The reaction mixture was neutralized by saturated aqueous NaHCO3 solution, and the resulting precipitates were collected by filtration. Recrystallization from EtOH gave the title compound (110 mg, 51% yield).

Workup

  1. temperatureAfter cooling
  2. stirringstirred for 1 hour at room temperature
  3. customthe resulting precipitates
  4. filtrationwere collected by filtration
  5. customRecrystallization from EtOH

Sources & evidence

ORD record
ord-d0156014dd1948dda50aa125b4d611a9
Source dataset
uspto-grants-2002_07
Patent number
US06417202B1

Reaction notes

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