Dichloromethane → HCID 10644024, compound

HRID 1728938Notes

Reaction equation

HRID 1728938 reaction equation
C(Cl)Cl.[Cl-].[Al+3].[Cl-].[Cl-].[C:8](Cl)(=[O:10])[CH3:9].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[C:24](=[O:25])[CH:23]=[C:22]3[CH2:26][CH2:27][S:28][C:29]4[S:33][CH:32]=[CH:31][C:30]=4[C:21]3=[N:20]2)=[CH:15][CH:14]=1>O>[C:8]([C:32]1[S:33][C:29]2[S:28][CH2:27][CH2:26][C:22]3[C:21](=[N:20][N:19]([C:16]4[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][CH:15]=4)[C:24](=[O:25])[CH:23]=3)[C:30]=2[CH:31]=1)(=[O:10])[CH3:9]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 10545584HCID 10545584, compound

Product 1

HCID 10644024HCID 10644024, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 50 ml of methylene chloride and 1.9 g of aluminum chloride is added 1.0 ml of acetyl chloride with stirring under ice-cooling and then the mixture is stirred at room temperature for 10 minutes. To the mixture is further added 2.0 g of 2-(4-chlorophenyl)-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one under ice-cooling and the mixture is stirred for 3 hours at room temperature. To the mixture is added water and the solution is extracted with chloroform. The extract is washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The resulting crystals are recrystallized from a mixed solvent of chloroform and ethanol to give 2.0 g of 9-acetyl-2-(4-chlorophenyl)-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one, as white crystals, melting at 248°-250° C.

Workup

  1. temperaturecooling
  2. stirringthe mixture is stirred at room temperature for 10 minutes
  3. temperaturecooling
  4. stirringthe mixture is stirred for 3 hours at room temperature
  5. extractionthe solution is extracted with chloroform
  6. washThe extract is washed with water
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe resulting crystals are recrystallized from a mixed solvent of chloroform and ethanol

Sources & evidence

ORD record
ord-34abb73b66f24f7eafcbfbd5e3bceb0c
Source dataset
uspto-grants-1994_07
Patent number
US05329016

Reaction notes

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