Benzoyl chloride → HCID 178523928, compound

HRID 1005740Notes

Reaction equation

HRID 1005740 reaction equation
[OH:1][C:2]1[C:3]([C:8]([NH2:10])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.C(N(CC)CC)C.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCCC1.O.Cl>[C:18]([NH:10][C:8]([C:3]1[C:2]([OH:1])=[N:7][CH:6]=[CH:5][N:4]=1)=[O:9])(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

7

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 178513804HCID 178513804, compound

Product 1

HCID 178523928HCID 178523928, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

In 50 mL of tetrahydrofuran is suspended 1.00 g of 3-hydroxy-2-pyrazinecarboxamide. Then, 3.5 mL of triethylamine and 1.67 mL of benzoyl chloride are successively added thereto. The resulting solution is stirred at 60° C. for 5 hours and cooled. The deposited crystals are collected by filtration. The crystals thus obtained are suspended in a mixture of 8 mL of water and 1 mL of 1 mol/mL hydrochloric acid, stirred at ambient temperature for 30 minutes, and collected by filtration to obtain 0.41 g of N2-benzoyl-3-hydroxy-2-pyrazinecarboxamide.

Workup

  1. temperaturecooled
  2. filtrationThe deposited crystals are collected by filtration
  3. customThe crystals thus obtained
  4. stirringstirred at ambient temperature for 30 minutes
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-9baeb94b424140f097f9c65750eadbe7
Source dataset
uspto-grants-2004_09
Patent number
US06787544B2

Reaction notes

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