Water → HCID 21471762, compound

HRID 2294841Notes

Reaction equation

HRID 2294841 reaction equation
[S:1]1[C:5]2[C:6](=[O:11])[NH:7][CH2:8][CH2:9][CH2:10][C:4]=2[CH:3]=[CH:2]1.[Cl:12][CH2:13][CH2:14][CH2:15][C:16](Cl)=[O:17].[Cl-].[Al+3].[Cl-].[Cl-].O>ClCCl>[Cl:12][CH2:13][CH2:14][CH2:15][C:16]([C:2]1[S:1][C:5]2[C:6](=[O:11])[NH:7][CH2:8][CH2:9][CH2:10][C:4]=2[CH:3]=1)=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) ChlorideHCID 21471822HCID 21471822, compound

Product 1

HCID 21471762HCID 21471762, compoundYield 36.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2 g of 4,5,6,7-tetrahydro-8H-thieno[2,3-c]azepin-8-one and 2.5 g of 4-chlorobutyryl chloride in 25 ml of dichloromethane was added 4.8 g of aluminum chloride under cooling. The mixture was stirred for 80 minutes, refluxed under heating and poured into water, and then extracted with chloroform. The extract was washed with water, dried over magnesium sulfate and concentrated. The residue was crystallized from ethyl acetate-isopropyl ether to give 1.2 g of 2-(4-chlorobutyryl)-4,5,6,7-tetrahydro-8H-thieno[2,3-c]azepin-8-one as white crystals, m.p. 163°14 165° C.

Workup

  1. temperatureunder cooling
  2. temperaturerefluxed
  3. temperatureunder heating
  4. extractionextracted with chloroform
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue was crystallized from ethyl acetate-isopropyl ether

Sources & evidence

ORD record
ord-1f5f5db0934a489dad5c53cbd29881d6
Source dataset
uspto-grants-1997_11
Patent number
US05691330

Reaction notes

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