Trifluoroacetic anhydride → HCID 15580692, compound

HRID 1702637Notes

Reaction equation

HRID 1702637 reaction equation
[F:1][C:2]([F:30])([F:29])[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](C(=O)C(F)(F)F)=[CH:19][CH:18]=2)[N:7]=1)=[O:4].FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[C:17]1([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][C:3](=[O:4])[C:2]([F:30])([F:1])[F:29])=[N:7]2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 15580705HCID 15580705, compound

Product 1

HCID 15580692HCID 15580692, compound

Procedure

A 5.0 g. amount of 3-amino-1,5-diphenyl-2-pyrazoline (prepared in Example 4) and 25.0 ml. of trifluoroacetic anhydride is heated until solution. After standing for 2 minutes, the precipitate formed is collected by filtration and washed with hexane. The solid is dissolved in dichloromethane and passed through a short column of a hydrous magnesium silicate. The effluent is refluxed and hexane is added to crystallize the product. The product is recrystallized from hexane to give 0.95 g. of the desired product as needles, m.p. 151.5°-153.5° C.

Workup

  1. customthe precipitate formed
  2. filtrationis collected by filtration
  3. washwashed with hexane
  4. dissolutionThe solid is dissolved in dichloromethane
  5. temperatureThe effluent is refluxed
  6. additionhexane is added
  7. customto crystallize the product
  8. customThe product is recrystallized from hexane
  9. customto give 0.95 g

Sources & evidence

ORD record
ord-0d49d9accad144a0a025384e4a1ceb53
Source dataset
uspto-grants-1982_09
Patent number
US04348527

Reaction notes

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