Triethylamine → HCID 22480521, compound

HRID 2182581Notes

Reaction equation

HRID 2182581 reaction equation
Cl[C:2]([O:4][CH2:5][Cl:6])=[O:3].[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]1[CH:29]=[CH:28][C:18]([C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])=[O:20])=[C:17]([Cl:30])[CH:16]=1.C(N(CC)CC)C>CCOC(C)=O>[Cl:30][C:17]1[CH:16]=[C:15]([NH:14][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[NH:7][C:2](=[O:3])[O:4][CH2:5][Cl:6])[CH:29]=[CH:28][C:18]=1[C:19](=[O:20])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH3:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62754Chloromethyl chloroformateHCID 98191574-(2-Aminophenylamino)-2-chloro-2'-methylbenzophenone

Product 1

HCID 22480521HCID 22480521, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a cooled (0° C.) solution of chloromethyl chloroformate (4.27 mmol) in EtOAc (20 ml) was slowly added a solution of 4-(2-aminophenylamino)-2-chloro-2′-methylbenzophenone (4.0 mmol) and triethylamine (4.45 mmol) in EtOAc (20 ml) under stirring. Stirring was continued at room temperature for 4 h. The reaction mixture was washed with water and 0.5 M tartaric acid, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by chromatography using Et2O/hexane 4:1 as eluent to give the title compound as white crystals.

Workup

  1. stirringStirring
  2. washThe reaction mixture was washed with water and 0.5 M tartaric acid
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by chromatography

Sources & evidence

ORD record
ord-913894ac13d943dbbf5c5ceff6e4c712
Source dataset
uspto-grants-2005_05
Patent number
US06897236B1

Reaction notes

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