Dichloromethane → HCID 57116350, compound

HRID 1413055Notes

Reaction equation

HRID 1413055 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([N:9]2[C:13](=[N:14][CH:15](Cl)[C:16]([Cl:19])([Cl:18])[Cl:17])[C:12](=[O:21])[N:11]([CH3:22])[C:10]2=[O:23])[CH:6]=[CH:7][CH:8]=1.[F:26][C:27]1[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=1[NH2:29].C(N(CC)CC)C.C(Cl)Cl>C(#N)C>[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([N:9]2[C:13](=[N:14][CH:15]([NH:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[F:26])[C:16]([Cl:19])([Cl:18])[Cl:17])[C:12](=[O:21])[N:11]([CH3:22])[C:10]2=[O:23])[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 95842-FluoroanilineHCID 57049707HCID 57049707, compound

Product 1

HCID 57116350HCID 57116350, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In this Example 1-(3-trifluoromethylphenyl)-3-methyl-5-(1,2,2,2-tetrachloroethyl)imino-1,3-diazolidine-2,4-dione; (0.05 mol) is dissolved in 20 ml of acetonitrile. One equivalent of 2-fluoroaniline (0.05 mol) is added with stirring over a five minute period. Temperature is maintained at 25°-35° C. Triethylamine (0.05 mol) is then added with stirring over a 10-minute period. The temperature is maintained at 25°-35° C. for one hour. Methylene chloride (50 ml) is added and the solution is washed 3 times with 50 ml of water, dried over magnesium sulfate and filtered. The solvent is removed under high vacuum affording 1-(3-trifluoromethylphenyl)-3-methyl-5-(1-2'-fluorophenylamino-2,2,2-trichloroethyl)imino-1,3-diazolidine-2,4-dione.

Workup

  1. temperatureTemperature is maintained at 25°-35° C
  2. stirringwith stirring over a 10-minute period
  3. temperatureThe temperature is maintained at 25°-35° C. for one hour
  4. washthe solution is washed 3 times with 50 ml of water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent is removed under high vacuum

Sources & evidence

ORD record
ord-fd6fe23f0316403abfbafda24a6cf351
Source dataset
uspto-grants-1981_02
Patent number
US04248620

Reaction notes

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