Acetic Anhydride → HCID 15580725, compound

HRID 1702649Notes

Reaction equation

HRID 1702649 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]([CH3:13])[CH2:11][C:10]([NH:14][CH:15]=[O:16])=[N:9]2)=[CH:4][CH:3]=1.[C:17](OC(=O)C)(=O)C>CN(C)C1C=CN=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]([CH3:13])[CH2:11][C:10]([NH:14][C:15](=[O:16])[CH3:17])=[N:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15580713HCID 15580713, compound

Product 1

HCID 15580725HCID 15580725, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

A mixture of 8.0 g. of 3-amino-1-(p-chlorophenyl)-5-methyl-2-pyrazoline (prepared as described in Example 20), 400 mg. of 4-dimethylaminopyridine and 20.0 ml. of acetic anhydride is allowed to stand at room temperature for 48 hours. The solid formed is collected by filtration, washed with cold acetic anhydride, then with hexane and is dried to give a white solid. The solid is recrystallized from dichloromethane-hexane to give 6.6 g. of the product of the Example as a white solid, m.p. 167°-169° C.

Workup

  1. additionA mixture of 8.0 g
  2. customThe solid formed
  3. filtrationis collected by filtration
  4. washwashed with cold acetic anhydride
  5. dry with materialwith hexane and is dried
  6. customto give a white solid
  7. customThe solid is recrystallized from dichloromethane-hexane
  8. customto give 6.6 g

Sources & evidence

ORD record
ord-587f831cc8c246f09d7eccaddc61f7bd
Source dataset
uspto-grants-1982_09
Patent number
US04348527

Reaction notes

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