Hydrochloric Acid → HCID 59536813, compound

HRID 220680Notes

Reaction equation

HRID 220680 reaction equation
[CH2:1]([NH:4][C:5]([NH:7][NH:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Br:17])=[O:6])[CH:2]=[CH2:3].[OH-].[Na+].Cl>>[CH2:1]([N:4]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Br:17])=[N:8][NH:7][C:5]1=[O:6])[CH:2]=[CH2:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59536782HCID 59536782, compound

Product 1

HCID 59536813HCID 59536813, compound

Procedure

Of the compound from Example 163A, 11.3 g (33.98 mmol) were taken up in 61 ml (183.47 mmol) of 3M aqueous sodium hydroxide solution and heated under reflux for 36 h. The batch was then cooled, the fine precipitate was removed by filtration, and the filtrate was admixed, with ice cooling, with 28 ml (169.88 mmol) of half-concentrated hydrochloric acid to a pH of 10. The batch was filtered with suction and the product was dissolved out of the precipitate using methanol. The methanol was removed on a rotary evaporator. The residue was dried in an HV. This gave 9.78 g (69% of theory) of the title compound in 75% purity.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 36 h
  3. temperatureThe batch was then cooled
  4. customthe fine precipitate was removed by filtration
  5. filtrationThe batch was filtered with suction
  6. dissolutionthe product was dissolved out of the precipitate
  7. customThe methanol was removed on a rotary evaporator
  8. customThe residue was dried in an HV

Sources & evidence

ORD record
ord-4c4615ca118b4ed6bb8e63aa027fcbe5
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Reaction notes

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