Formic Acid → HCID 15580719, compound

HRID 543820Notes

Reaction equation

HRID 543820 reaction equation
FC(F)(F)[C:3]([NH:5][C:6]1[CH2:10][CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[N:7]=1)=[O:4].C(O)=O.ClC1C=C(N2CC(C)C(NC=O)=N2)C=CC=1Cl>O>[F:23][C:20]1[CH:19]=[CH:18][C:17]([N:8]2[CH:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:10][C:6]([NH:5][CH:3]=[O:4])=[N:7]2)=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 15580700HCID 15580700, compoundHCID 15580721HCID 15580721, compound

Product 1

HCID 15580719HCID 15580719, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5.0 g. of 3-amino-1-(p-fluorophenyl)-5-phenyl-2-pyrazoline (prepared as described in Example 43) and 85.0 ml. of a mixture of formic acid and acetic anhydride (Example 15) is allowed to remain at room temperature for 2 hours. The solvent is evaporated in vacuo to give an oil. Water is added to separate a solid. The solid is dissolved in dichloromethane and is columnized and recrystallized twice as described in Example 26 (A) to give 3.55 g. of the desired product as colorless crystals, m.p. 158.5°-160.5° C.

Workup

  1. additionA mixture of 5.0 g
  2. customThe solvent is evaporated in vacuo
  3. customto give an oil
  4. customto separate a solid
  5. dissolutionThe solid is dissolved in dichloromethane
  6. customrecrystallized twice
  7. customto give 3.55 g

Sources & evidence

ORD record
ord-322a82b7b41b42329de4b0acca4ca828
Source dataset
uspto-grants-1984_05
Patent number
US04447442

Reaction notes

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