Acetyl chloride → HCID 178470496, compound

HRID 2114550Notes

Reaction equation

HRID 2114550 reaction equation
[C:1](Cl)(=O)[CH3:2].[N+:5]([C:8]1[C:9]([C:13]([OH:15])=[O:14])=[N:10][NH:11][CH:12]=1)([O-:7])=[O:6]>C(O)C>[N+:5]([C:8]1[C:9]([C:13]([O:15][CH2:1][CH3:2])=[O:14])=[N:10][NH:11][CH:12]=1)([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 178524956HCID 178524956, compound

Product 1

HCID 178470496HCID 178470496, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acetyl chloride (50 mL) was added dropwise to ethanol (450 mL) at 0° C. with stirring. After addition was complete, the ice-bath was removed, and the mixture was stirred at room temperature for 30 minutes. To this mixture was added 4-nitro-1H-pyrazole-3-carboxylic acid (Aldrich) (10 g, 63.65 mmol), and the resulting homogeneous mixture was stirred at room temperature for a total of 48 hours. The reaction was monitored by TLC. The solvent was removed under reduced pressure and then co-evaporated with ethyl acetate four times. The residue was concentrated under high vacuum to give the title compound as a white powder (11.426 g, (M−H)+=184, M.P.=128.0-130.1° C.).

Workup

  1. additionAfter addition
  2. customthe ice-bath was removed
  3. stirringthe mixture was stirred at room temperature for 30 minutes
  4. stirringthe resulting homogeneous mixture was stirred at room temperature for a total of 48 hours
  5. customThe solvent was removed under reduced pressure
  6. concentrationThe residue was concentrated under high vacuum

Sources & evidence

ORD record
ord-e06897bb43e840bba4fa81bad40e5a7d
Source dataset
uspto-grants-2008_10
Patent number
US07435731B2

Reaction notes

Loading…