HCID 14801511, compound → HCID 14801581, compound

HRID 483933Notes

Reaction equation

HRID 483933 reaction equation
[CH:1]1([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH:17][CH:18]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:11]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:25][C:26]1[CH:31]=[C:30]([F:32])[CH:29]=[C:28]([F:33])[C:27]=1[NH:34][C:35](=[O:43])OC1C=CC=CC=1>C1(C)C=CC=CC=1>[CH:18]1([N:17]([CH2:16][C:12]2[CH:13]=[CH:14][CH:15]=[C:10]([CH2:9][N:8]([CH:1]3[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[C:35]([NH:34][C:27]3[C:28]([F:33])=[CH:29][C:30]([F:32])=[CH:31][C:26]=3[F:25])=[O:43])[CH:11]=2)[C:35]([NH:34][C:27]2[C:28]([F:33])=[CH:29][C:30]([F:32])=[CH:31][C:26]=2[F:25])=[O:43])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 14801511HCID 14801511, compoundHCID 14801579Phenyl (2,4,6-trifluorophenyl)carbamate

Product 1

HCID 14801581HCID 14801581, compoundYield 64.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 0.82 g N,N'-dicycloheptyl-m-xylylenediamine, 1.26 g phenyl 2,4,6-trifluorophenylcarbamate and 50 ml toluene was heated under reflux for one hour. After cooling, the reaction mixture was washed twice with 50 ml of 1N-NaOH solution and then with sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure from the dried solution, and the residue was recrystallized from acetone, giving 1.02 g of 1,3-bis[[1-cycloheptyl-3-(2,4,6-trifluorophenyl)ureido]methyl]benzene.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for one hour
  3. temperatureAfter cooling
  4. washthe reaction mixture was washed twice with 50 ml of 1N-NaOH solution
  5. dry with materialwith sodium chloride solution, and dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure from the dried solution
  7. customthe residue was recrystallized from acetone

Sources & evidence

ORD record
ord-0fb4b2e6236742c2ab69a9d9d6ad7973
Source dataset
uspto-grants-1993_07
Patent number
US05227492

Reaction notes

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