Acetic Anhydride → HCID 178473861, compound
Reaction equation
[OH:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[C:7](OC(=O)C)(=[O:9])[CH3:8]>N1C=CC=CC=1>[C:7]([N:4]1[CH:5]=[CH:6][C:2]([OH:1])=[N:3]1)(=[O:9])[CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 95 °C
Procedure
A solution of 3-hydroxy-1H-pyrazole (8.2 g, 97.5 mmol) in pyridine (40 mL) was heated to 95° C. A mixture consisting of acetic anhydride (9.4 mL, 102 mmol) and pyridine (20 mL) was added over 15 min; then stirring at 95° C. was continued for 60 min. All volatiles were then removed under reduced pressure and to the residue was added 200 mL of diethyl ether. The slurry was stirred overnight at room temperature, then the solid was filtered off and rinsed with diethyl ether. The product was obtained as an off-white solid (10.3 g, 81.7 mmol, 84% yield).
Workup
- additionwas added over 15 min
- customAll volatiles were then removed under reduced pressure and to the residue
- additionwas added 200 mL of diethyl ether
- stirringThe slurry was stirred overnight at room temperature
- filtrationthe solid was filtered off
- washrinsed with diethyl ether
Sources & evidence
- ORD record
- ord-68af322682eb42bd92ecc3de42cec87e
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08933246B2
Reaction notes
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