Water → HCID 19881142, compound

HRID 847382Notes

Reaction equation

HRID 847382 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:12][CH2:11][CH2:10][C:9]2[S:13][CH:14]=[CH:15][C:8]=2[C:7]1=[O:16].[Br:17]Br.O>C(O)(=O)C>[Br:17][C:14]1[S:13][C:9]2[CH2:10][CH2:11][CH2:12][N:6]([CH2:5][CH2:4][CH2:3][CH2:2][Cl:1])[C:7](=[O:16])[C:8]=2[CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 19881152HCID 19881152, compound

Product 1

HCID 19881142HCID 19881142, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 3.0 g of 5-(4-chlorobutyl)-5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepin-4-one in 20 ml of acetic acid was added dropwise a solution of 2.1 g of bromine in 5 ml of acetic acid for 10 minutes. After the mixture was stirred at room temperature for 3 hours, the mixture was poured into chilled water and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate and then concentrated under reduced pressure to give 4.0 g of 2-bromo-5-(4-chlorobutyl)-5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepin-4-one as a pale brown oil. The obtained compound was employed in the subsequent reaction without purification.

Workup

  1. additionthe mixture was poured
  2. extractionextracted with chloroform
  3. washThe extract was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e6b49da429634d3999e5825290ec26bb
Source dataset
uspto-grants-1992_08
Patent number
US05141930

Reaction notes

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