Dichloromethane → HCID 15580690, compound

HRID 543816Notes

Reaction equation

HRID 543816 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]([NH:5][C:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14](C(=O)C(F)(F)F)=[CH:13][CH:12]=2)[N:7]=1)=[O:4].ClCCl.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C(N(CC)CC)C>[F:24][C:2]([F:1])([F:23])[C:3]([NH:5][C:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:7]=1)=[O:4]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 9845Trifluoroacetic anhydrideHCID 15580703HCID 15580703, compound

Product 1

HCID 15580690HCID 15580690, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 5.0 g. of 3-amino-1-phenyl-2-pyrazoline (prepared as described in Example 8), 200 ml. of dichloromethane, 5.0 ml. of triethylamine and 7.0 ml. of trifluoroacetic anhydride is allowed to remain at room temperature for 30 minutes. The mixture is evaporated to dryness in vacuo, then water is added to separate a semi-solid. The solid is dissolved in dichloromethane. The solution is dried over anhydrous sodium sulfate, columnized and recrystallized as for Example 14 (B) to give 3.0 g. of the desired product as yellow-orange prisms, m.p. 163°-165° C.

Workup

  1. additionA mixture of 5.0 g
  2. customThe mixture is evaporated to dryness in vacuo
  3. additionwater is added
  4. customto separate a semi-solid
  5. dissolutionThe solid is dissolved in dichloromethane
  6. dry with materialThe solution is dried over anhydrous sodium sulfate
  7. customto give 3.0 g

Sources & evidence

ORD record
ord-5d4db7243ba04afeb452c561b33da281
Source dataset
uspto-grants-1984_05
Patent number
US04447442

Reaction notes

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