Propionic anhydride → HCID 15580735, compound

HRID 543818Notes

Reaction equation

HRID 543818 reaction equation
F[C:2](F)(F)[C:3]([NH:5][C:6]1[CH2:10][CH:9]([CH3:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[N:7]=1)=[O:4].[C:21](OC(=O)CC)(=O)CC>O>[F:18][C:15]1[CH:16]=[CH:17][C:12]([N:8]2[CH:9]([CH3:11])[CH2:10][C:6]([NH:5][C:3](=[O:4])[CH2:2][CH3:21])=[N:7]2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 31263Propionic anhydrideHCID 15580699HCID 15580699, compound

Product 1

HCID 15580735HCID 15580735, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.0 g. of 3-amino-1-(p-fluorophenyl)-5-methyl-2-pyrazoline (prepared in Example 44) and 5.0 ml. of propionic anhydride is allowed to remain at room temperature for 2 hours. The reaction mixture is poured into water and the water is decanted. This step is repeated. The precipitate is treated with saturated sodium bicarbonate solution then is filtered. The solid is dissolved in dichloromethane. The solution is columnized and the desired product is recrystallized as described in Example 26 (A) to give 2.77 g. as colorless plates, m.p. 125°-126.5° C.

Workup

  1. additionA mixture of 3.0 g
  2. customthe water is decanted
  3. additionThe precipitate is treated with saturated sodium bicarbonate solution
  4. filtrationthen is filtered
  5. dissolutionThe solid is dissolved in dichloromethane
  6. customthe desired product is recrystallized
  7. customto give 2.77 g

Sources & evidence

ORD record
ord-5cc83e1c9dea4f7d9253775b9eede9dd
Source dataset
uspto-grants-1984_05
Patent number
US04447442

Reaction notes

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