1,2-Dichloroethane → 2-acetylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one

HRID 1281877Notes

Reaction equation

HRID 1281877 reaction equation
[S:1]1[C:5]2[O:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=[CH:2]1.ClCCCl.[C:20](Cl)(=[O:22])[CH3:21].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)(Cl)Cl>[C:20]([C:2]1[S:1][C:5]2[O:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=1)(=[O:22])[CH3:21]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 18422172Thieno[2,3-b][1,5]benzoxazepin-4(5H)-one

Product 1

HCID 184223372-acetylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Thieno[2,3-b][1,5]benzoxazepin-4(5H)-one (5 g) was suspended to 1,2-dichloroethane (50 ml) and acetyl chloride was added (2.2 g). To this reaction system was added portionwise aluminum chloride (15 g) under ice-cooling and the mixture was stirred at room temperature for 10 minutes. The reaction system was poured into ice. Chloroform was added and the mixture was stirred for 15 minutes. The precipitated crystals were collected by filtration to give 2-acetylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one (5.2 g).

Workup

  1. additionwas added (2.2 g)
  2. temperaturecooling
  3. additionThe reaction system was poured into ice
  4. stirringthe mixture was stirred for 15 minutes
  5. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-14d7a604bfd94f6d9215d2827dccc751
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

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