Hydrochloric Acid → HCID 21200190, compound

HRID 1066443Notes

Reaction equation

HRID 1066443 reaction equation
Cl[C:2]1([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]3(Cl)[N:22]=[C:21](Cl)[N:20]=[CH:19][NH:18]3)[CH:11]=2)[N:7]=[C:6](Cl)[N:5]=[CH:4][NH:3]1.[C:25]1([CH3:32])[CH:30]=[CH:29][CH:28]=[C:27]([CH3:31])[CH:26]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>CCCCCCC.C(OCC)(=O)C>[CH3:32][C:25]1[CH:26]=[C:27]([CH3:31])[CH:28]=[CH:29][C:30]=1[C:4]1[N:5]=[C:6]([C:30]2[CH:29]=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=2[CH3:32])[N:7]=[C:2]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]3[N:22]=[C:21]([C:30]4[CH:29]=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=4[CH3:32])[N:20]=[C:19]([C:30]4[CH:29]=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=4[CH3:32])[N:18]=3)[CH:11]=2)[N:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7929M-XyleneHCID 6451240Aluminum(III) ChlorideHCID 178478359HCID 178478359, compound

Product 1

HCID 21200190HCID 21200190, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 8900HeptaneSolvent

Procedure

To a 500 mL round-bottomed flask fitted with a magnetic stirrer, a condenser and a nitrogen atmosphere are added 2.33 g (5.74 mmol) of the product of Example 11 and 25 mL of m-xylene. The mixture is stirred with warming and, when it becomes homogeneous at about 40° C., 1.84 g (0.0138 mol) of aluminum chloride are added all at once. The mixture is brought to reflux and stirred at this temperature for three hours. After cooling to room temperature, a 100 mL portion of 2N hydrochloric acid is added. The mixture is heated with stirring for 15 minutes and allowed to cool. Portions of ethyl acetate and heptane are added and the solids formed are collected by vacuum filtration. The solids are washed with ethyl acetate and water, then dried to afford 2.58 g of the title compound as an off-white solid.

Workup

  1. customTo a 500 mL round-bottomed flask fitted with a magnetic stirrer, a condenser
  2. temperaturewith warming
  3. custombecomes homogeneous at about 40° C.
  4. temperatureto reflux
  5. stirringstirred at this temperature for three hours
  6. temperatureThe mixture is heated
  7. stirringwith stirring for 15 minutes
  8. temperatureto cool
  9. customthe solids formed
  10. filtrationare collected by vacuum filtration
  11. washThe solids are washed with ethyl acetate and water
  12. customdried

Sources & evidence

ORD record
ord-9319ce2faac54f22bf4d9c2cc34b8986
Source dataset
uspto-grants-2001_06
Patent number
US06242598B1

Reaction notes

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