Hydrochloric Acid → HCID 22041797, compound

HRID 1791080Notes

Reaction equation

HRID 1791080 reaction equation
C([NH:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([S:15]([NH:18][C:19]3[CH:20]=[CH:21][C:22]([Cl:28])=[C:23]([CH:27]=3)[C:24]([OH:26])=[O:25])(=[O:17])=[O:16])=[CH:12]2)=[CH:7][CH:6]=1)(=O)C.Cl>[OH-].[Na+]>[NH2:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([S:15]([NH:18][C:19]3[CH:20]=[CH:21][C:22]([Cl:28])=[C:23]([CH:27]=3)[C:24]([OH:26])=[O:25])(=[O:17])=[O:16])=[CH:12]2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22041791HCID 22041791, compound

Product 1

HCID 22041797HCID 22041797, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
50 °C

Procedure

To 13.5 g (0.032 mol) of compound 132 was added 100 mL of 5N NaOH. This solution was heated at 50° C. for 8 hours. Then, the reaction was acidified-with 86 mL of 6N HCl and extracted with ethyl acetate. The ethyl acetate was washed with 1N HCl, water, and brine. The organic layer was dried (MgSO4), filtered, and the volatiles removed by rotary evaporation to yield 11.3 g of compound 133.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate was washed with 1N HCl, water, and brine
  3. dry with materialThe organic layer was dried (MgSO4)
  4. filtrationfiltered
  5. customthe volatiles removed by rotary evaporation

Sources & evidence

ORD record
ord-7d3bb904dce746a8b16c8f0c5634b4a1
Source dataset
uspto-grants-2006_07
Patent number
US07071231B2

Reaction notes

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