Acetic Anhydride → HCID 21545710, compound

HRID 1605998Notes

Reaction equation

HRID 1605998 reaction equation
[Cl:1][C:2]1[C:10](=[O:11])[C:9]2[N:8]([CH3:12])[N:7]=[CH:6][C:5]=2[C:4](=[O:13])[C:3]=1[NH:14][CH:15]1[CH2:17][CH2:16]1.[C:18](OC(=O)C)(=[O:20])[CH3:19]>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:10](=[O:11])[C:9]2[N:8]([CH3:12])[N:7]=[CH:6][C:5]=2[C:4](=[O:13])[C:3]=1[N:14]([C:18](=[O:20])[CH3:19])[CH:15]1[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 21545717HCID 21545717, compound

Product 1

HCID 21545710HCID 21545710, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Conditions

Temperature
50 °C

Procedure

6-Chloro-5-cyclopropylamino-1-methyl-1H-indazole-4,7-dione (3 grams prepared as in Example II) was added to acetic anhydride (10 milliliters) containing a few drops of concentrated sulphuric acid. The mixture was stirred at 50° C for 15 minutes and then poured into ice-water. The aqueous mixture was extracted with methylene chloride and the extracts washed with aqueous sodium bicarbonate solution and dried. The solvent was then removed under reduced pressure to give a yellow solid which on recrystallization from ethanol gave the desired product having a melting point of 171° C.

Workup

  1. extractionThe aqueous mixture was extracted with methylene chloride
  2. washthe extracts washed with aqueous sodium bicarbonate solution
  3. customdried
  4. customThe solvent was then removed under reduced pressure
  5. customto give a yellow solid which
  6. customon recrystallization from ethanol

Sources & evidence

ORD record
ord-500d174d5b9d46f38b02d2d2c1044009
Source dataset
uspto-grants-1976_04
Patent number
US03952003

Reaction notes

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