Triethylamine → N-(2,2,2-Trifluoro-1-phenylethyl)-4,5-dihydro-1,3-oxazol-2-amine

HRID 2286749Notes

Reaction equation

HRID 2286749 reaction equation
[C:1]1([CH:7]([NH:12][C:13]([NH:15][CH2:16][CH2:17]Cl)=[O:14])[C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C>O>[F:9][C:8]([F:11])([F:10])[CH:7]([NH:12][C:13]1[O:14][CH2:17][CH2:16][N:15]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 54250371HCID 54250371, compound

Product 1

HCID 6455176N-(2,2,2-Trifluoro-1-phenylethyl)-4,5-dihydro-1,3-oxazol-2-amineYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.6 g of N-(α-phenyl trifluoroethyl) N'-(β-Chloroethyl) Urea are suspended in 60 ml water, then 4.3 ml triethylamine are added and the whole mixture is heated to reflux under stirring for 30 mn. The reaction mixture is let to revert to about 20°, the precipitate is separated which is dried, washed with water until the washings are neutral and dried under vacuum-6.3 g 2-[α-trifluoromethyl) benzylamino] oxazoline are obtained i.e. a yield of 95%. For analytical purpose the compound is recrystallized from isopropanol with a yield of 73%. The analytical sample melts at 162°-168° (sublim).

Workup

  1. temperaturethe whole mixture is heated
  2. temperatureto reflux
  3. customto revert to about 20°
  4. customthe precipitate is separated which
  5. customis dried
  6. washwashed with water until the washings
  7. dry with materialdried under vacuum-6.3 g 2-[α-trifluoromethyl) benzylamino] oxazoline
  8. customare obtained i.e. a yield of 95%
  9. customFor analytical purpose the compound is recrystallized from isopropanol with a yield of 73%

Sources & evidence

ORD record
ord-97234053d0c44be5801d18095b9a2f87
Source dataset
uspto-grants-1981_05
Patent number
US04267345

Reaction notes

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