Ammonia → HCID 15580686, compound

HRID 2198978Notes

Reaction equation

HRID 2198978 reaction equation
FC(F)(F)C([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:23](=[O:28])[C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=2)[N:7]=1)=O.N>CO>[NH2:5][C:6]1[CH2:10][CH:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:8]([C:17]2[CH:22]=[CH:21][C:20]([C:23](=[O:28])[C:24]([F:25])([F:27])[F:26])=[CH:19][CH:18]=2)[N:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 15580705HCID 15580705, compound

Product 1

HCID 15580686HCID 15580686, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.0 g. of 2,2,2-trifluoro-N-[5-phenyl-1-(p-trifluoroacetylphenyl)-2-pyrazolin-3-yl]acetamide (prepared as described in Example 9) in 100 ml. of methanol is saturated with ammonia gas, then is stored in a refrigerator for 16 hours. The solution is evaporated to dryness in vacuo. The residue is chromatographed by preparative column chromatography using silica gel and eluting with acetone:hexane, 50:50, to collect the most polar product. The product is recrystallized from dichloromethanehexane to yield 0.25 g. of the product of the Example as yellow needles, m.p. 214°-216° C.

Workup

  1. customThe solution is evaporated to dryness in vacuo
  2. customThe residue is chromatographed by preparative column chromatography
  3. washeluting with acetone
  4. customhexane, 50:50, to collect the most polar product
  5. customThe product is recrystallized from dichloromethanehexane
  6. customto yield 0.25 g

Sources & evidence

ORD record
ord-4132bb412d774388b6b67c66bbd3dcd6
Source dataset
uspto-grants-1982_11
Patent number
US04360680

Reaction notes

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