Propionic anhydride → HCID 15580731, compound

HRID 543815Notes

Reaction equation

HRID 543815 reaction equation
F[C:2](F)(F)[C:3]([NH:5][C:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14](C(=O)C(F)(F)F)=[CH:13][CH:12]=2)[N:7]=1)=[O:4].[C:25](OC(=O)CC)(=O)CC>CN(C)C1C=CN=CC=1.ClCCl>[C:11]1([N:8]2[CH2:9][CH2:10][C:6]([NH:5][C:3](=[O:4])[CH2:2][CH3:25])=[N:7]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 31263Propionic anhydrideHCID 15580703HCID 15580703, compound

Product 1

HCID 15580731HCID 15580731, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 10.0 g. of 3-amino-1-phenyl-2-pyrazoline (prepared as described in Example 8), 50 ml. of propionic anhydride and 200 mg. of 4-dimethylaminopyridine is kept at room temperature for 30 minutes. The mixture is cooled and filtered to give yellow crystals. The solid is dissolved in dichloromethane and is columnized and crystallized as for Example 10 (B) to yield 4.55 g. of the product of the Example as colorless crystals, m.p. 170.5°-171° C.

Workup

  1. additionA mixture of 10.0 g
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. customto give yellow crystals
  5. customto yield 4.55 g

Sources & evidence

ORD record
ord-759f83a2589c45e597392865213a9b08
Source dataset
uspto-grants-1984_05
Patent number
US04447442

Reaction notes

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