Bromine → HCID 87436834, compound

HRID 1496626Notes

Reaction equation

HRID 1496626 reaction equation
[Br:1]Br.[Cl:3][C:4]1[S:8][C:7]([C:9](=[O:17])[CH2:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[CH:6][CH:5]=1>C(O)(=O)C>[Br:1][CH:10]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)[C:9]([C:7]1[S:8][C:4]([Cl:3])=[CH:5][CH:6]=1)=[O:17]

Participants

4

Reactant 2

HCID 24408BromineHCID 65583291HCID 65583291, compound

Product 1

HCID 87436834HCID 87436834, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

At room temperature, 26.9 g (167 mmol) of bromine are added dropwise to a solution of 40.0 g (167 mmol) of 1-(5-chloro-2-thienyl)-2-(pyridin-4-yl)ethanone in 200 ml of acetic acid, and the mixture is stirred for 90 min. The resulting precipitate is filtered off, washed with MTBE and dried. This gives 64.5 g (96%) of the desired product; log P (pH2.7): 2.18 with MS (ESI): 315.9 ([M+H]+).

Workup

  1. filtrationThe resulting precipitate is filtered off
  2. washwashed with MTBE
  3. customdried

Sources & evidence

ORD record
ord-970811bb599e441fb5a062e2dc6340a2
Source dataset
uspto-grants-2015_12
Patent number
US09198426B2

Reaction notes

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