Propionic anhydride → HCID 15580735, compound

HRID 1702654Notes

Reaction equation

HRID 1702654 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-290aff30d22d4fd28e4ba0373f4d380d
Source dataset
uspto-grants-1982_09
Patent number
US04348527

Reaction notes

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