Water → HCID 21472076, compound

HRID 1734063Notes

Reaction equation

HRID 1734063 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][C:14](Cl)=[O:15].[Cl-].[Al+3].[Cl-].[Cl-].O>ClCCl>[Cl:12][CH2:13][C:14]([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:15]

Participants

6

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 21471822HCID 21471822, compound

Product 1

HCID 21472076HCID 21472076, compoundYield 68.6%

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 g of chloroacetyl chloride in 25 ml of dichloromethane was added 4.8 g of aluminum chloride. The mixture was stirred for 30 minutes, refluxed under heating for an hour and then poured into water. The precipitated crystals were collected by filtration and washed with isopropyl alcohol to give 2 g of 2-chloroacetyl-4,5,6,7-tetrahydro-8H-thieno[2,3-c]azepin-8-one, m.p. 221°-223° C. (decomposition).

Workup

  1. temperaturerefluxed
  2. temperatureunder heating for an hour
  3. filtrationThe precipitated crystals were collected by filtration
  4. washwashed with isopropyl alcohol

Sources & evidence

ORD record
ord-52e62c26e2204f79892617b06b6942e6
Source dataset
uspto-grants-1996_07
Patent number
US05532240

Reaction notes

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