Trifluoroacetic anhydride → HCID 15580692, compound

HRID 543801Notes

Reaction equation

HRID 543801 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-636d73d4285946e2bcd46d819beb0461
Source dataset
uspto-grants-1984_05
Patent number
US04447442

Reaction notes

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