Hydrochloric Acid → HCID 59731059, compound

HRID 130627Notes

Reaction equation

HRID 130627 reaction equation
[CH3:1][S:2]([C:5]1[C:6]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([S:23]([F:28])([F:27])([F:26])([F:25])[F:24])=[CH:19][CH:18]=2)=[CH:7][C:8]([CH3:15])=[C:9]([CH:14]=1)[C:10]([O:12]C)=[O:11])(=[O:4])=[O:3].[OH-].[Na+].O.Cl>CO>[CH3:1][S:2]([C:5]1[C:6]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([S:23]([F:27])([F:28])([F:24])([F:25])[F:26])=[CH:21][CH:22]=2)=[CH:7][C:8]([CH3:15])=[C:9]([CH:14]=1)[C:10]([OH:12])=[O:11])(=[O:4])=[O:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 59731050HCID 59731050, compound

Product 1

HCID 59731059HCID 59731059, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

70 mg of methyl 5-methanesulfonyl-2-methyl-4-(4-pentafluorosulfanyl-phenylamino)benzoate were dissolved in 2 ml of MeOH, and 0.12 ml of a 2N aqueous NaOH solution was added. The mixture was stirred at RT for 2 h and then left to stand at RT for 16 h. The reaction mixture was then poured into 50 ml of water, adjusted to pH=2 with aqueous HCl solution and stirred at RT for 30 minutes, and finally the product was filtered off with suction. 66 mg of colorless crystals were obtained, mp 106-109° C.

Workup

  1. waitleft
  2. waitto stand at RT for 16 h
  3. stirringstirred at RT for 30 minutes
  4. filtrationfinally the product was filtered off with suction

Sources & evidence

ORD record
ord-2da1a7e1b0884e5386533a882cc0679d
Source dataset
uspto-grants-2008_06
Patent number
US07381841B2

Reaction notes

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