Hydrochloric Acid → HCID 18702056, compound

HRID 2288933Notes

Reaction equation

HRID 2288933 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][S:5]([N:8]([CH3:24])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]#[N:23])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:7])=[O:6].[OH-].[Na+].Cl>CO.O>[CH3:24][N:8]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[CH:18][C:19]([C:22]#[N:23])=[CH:20][CH:21]=2)=[CH:12][CH:11]=1)[S:5]([CH2:4][C:3]([OH:25])=[O:2])(=[O:6])=[O:7]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 131721884HCID 131721884, compound

Product 1

HCID 18702056HCID 18702056, compoundYield 67.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl-2-({methyl[(4'-cyanobiphen-4-yl)methyl]amino}-sulfonyl)acetate (200 mg, 0.56 nunol) in methanol (2 ml) and tetrahydroflran (5 ml) was added 1 M aqueous sodium hydroxide solution (1.2 ml, 1.2 mmol) and the mixture was stirred at ambient temperature for 2 hours. The solution was diluted with water (10 ml), acidified to pH 2 with 2 M aqueous hydrochloric acid and extracted with dichloromethane (2×30 ml). The combined organic layers were dried (Na2SO4), and the solvent was evaporated under reduced pressure to give the title compound as a pale yellow solid (130 mg).

Workup

  1. extractionextracted with dichloromethane (2×30 ml)
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-591d4d404dfe49139850421e58020895
Source dataset
uspto-grants-2000_07
Patent number
US06090852

Reaction notes

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