Water → HCID 58066744, compound

HRID 1036988Notes

Reaction equation

HRID 1036988 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[S:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1.[Br:18]Br.O>C(O)(=O)C>[Br:18][C:12]1[S:11][C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][C:8]=1[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 58066741HCID 58066741, compound

Product 1

HCID 58066744HCID 58066744, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

0.01 ml (0.22 mmol) of bromine is provided in 1 ml of acetic acid, and 58.0 mg (0.22 mmol) of the compound from Example 13A, dissolved in 1 ml of acetic acid, are added dropwise. The mixture is stirred at 60° C. overnight. 0.01 ml (0.22 mmol) of bromine is a subsequently added, and the mixture is stirred at 60° C. for another 24 hours. Water is added to the reaction mixture, and the resulting precipitate is collected by suction filtration, washed with water and dried under high vacuum. 43.0 mg (54% of theory) of the title compound are obtained.

Workup

  1. additionare added dropwise
  2. additiona subsequently added
  3. stirringthe mixture is stirred at 60° C. for another 24 hours
  4. filtrationthe resulting precipitate is collected by suction filtration
  5. washwashed with water
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-c0ed81815ff246a5ad768934f9e4dc6b
Source dataset
uspto-grants-2013_10
Patent number
US08546438B2

Reaction notes

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