Hydrochloric Acid → HCID 68692080, compound

HRID 1160380Notes

Reaction equation

HRID 1160380 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:18][CH2:19][CH2:20][C:21]2[CH:30]=[CH:29][CH:28]=[CH:27][C:22]=2[C:23]([O:25]C)=[O:24])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C(#N)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:18][CH2:19][CH2:20][C:21]2[CH:30]=[CH:29][CH:28]=[CH:27][C:22]=2[C:23]([OH:25])=[O:24])(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68689924HCID 68689924, compound

Product 1

HCID 68692080HCID 68692080, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

Methyl 2-[3-{2-[(4-methylphenyl)sulfonylamino]phenyl}propyl]benzoate (0.84 mM) obtained in Example 6 and 4.5 ml of aqueous 1M NaOH (4.5 mM) are added to 3 ml of acetonitrile in a 50 ml reactor. The reaction medium is then heated at 50° C. for 2 hours with stirring. The resulting mixture is cooled to room temperature, 2.5 ml of 3M HCl are then added and the mixture is stirred for 20 hours. The solid that precipitates is then filtered off and washed with water. 0.33 g of a pink solid is obtained (100% yield).

Workup

  1. temperatureThe resulting mixture is cooled to room temperature
  2. stirringthe mixture is stirred for 20 hours
  3. customThe solid that precipitates
  4. filtrationis then filtered off
  5. washwashed with water

Sources & evidence

ORD record
ord-232699c81bf246639c7d118fc118c83e
Source dataset
uspto-grants-2010_10
Patent number
US07816397B2

Reaction notes

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