Hydrochloric Acid → HCID 58012116, compound

HRID 660885Notes

Reaction equation

HRID 660885 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][NH:5][C:6]([NH:8][NH:9][C:10]([C:12]1[S:13][C:14]([Cl:17])=[CH:15][CH:16]=1)=O)=[O:7].Cl>[OH-].[Na+].O>[Cl:17][C:14]1[S:13][C:12]([C:10]2[N:5]([CH2:4][C:3]3[CH:18]=[CH:19][CH:20]=[CH:21][C:2]=3[F:1])[C:6](=[O:7])[NH:8][N:9]=2)=[CH:16][CH:15]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58011852HCID 58011852, compound

Product 1

HCID 58012116HCID 58012116, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

6.3 g (19.2 mmol) of the compound from Example 151A are heated overnight under reflux in 38.4 ml of 4 N aqueous sodium hydroxide. After cooling to RT, the mixture is diluted with water and adjusted to pH 10 by addition of 1 N hydrochloric acid. The product is extracted several times with ethyl acetate. The combined organic phases are washed with water to a neutral pH value, then washed with saturated sodium chloride solution and dried over sodium sulphate. After filtration, the solvent is removed on the rotary evaporator. 4.07 g (68% of theory) of the title compound are obtained.

Workup

  1. extractionThe product is extracted several times with ethyl acetate
  2. washThe combined organic phases are washed with water to a neutral pH value
  3. washwashed with saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. filtrationAfter filtration
  6. customthe solvent is removed on the rotary evaporator

Sources & evidence

ORD record
ord-43ce5f7df5ef45c9b880bcd36bd28ac4
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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