Acetic Anhydride → HCID 178474341, compound

HRID 32793Notes

Reaction equation

HRID 32793 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.C([O-])(O)=O.[Na+].[CH3:12][C:13](OC(C)=O)=[O:14]>O>[NH:4]1[CH:5]=[CH:6][C:2]([NH:1][C:13](=[O:14])[CH3:12])=[N:3]1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 178418806HCID 178418806, compound

Product 1

HCID 178474341HCID 178474341, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 3-aminopyrazole (20 g, 0.24 mol) in H2O (36 mL), at 5-10° C., was slowly added NaHCO3 (9.1 g, mol, 3 eq) and then Ac2O (6.79 ml, 2 eq). The reaction mixture was refluxed for 8 hr. It was cooled down to r.t. and was left standing at this temperature for 12 hr to allow crystallization. The white solid was filtered (12.9 g) and the mother liquor volume was reduced. A second batch of white solid (3.4 g) was obtained after crystallization. The two batches were combined to give the title compound (16.3 g, 54%).

Workup

  1. customat 5-10° C.
  2. temperatureThe reaction mixture was refluxed for 8 hr
  3. waitwas left
  4. customcrystallization
  5. filtrationThe white solid was filtered (12.9 g)

Sources & evidence

ORD record
ord-d8cc33e5f25f40949a2c7f8221c44612
Source dataset
uspto-grants-2008_09
Patent number
US07427630B2

Reaction notes

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