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

HRID 650002Notes

Reaction equation

HRID 650002 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 18422172HCID 18422172, compound

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-8a9a0fab71fd41de85f86f46ccd60960
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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