Sulfuric Acid → HCID 18400126, compound

HRID 1250049Notes

Reaction equation

HRID 1250049 reaction equation
C([NH:4][S:5]([C:8]1[C:9]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:25]([C:26]#[N:27])=[C:24]([O:28][CH3:29])[N:23]=[C:22]3[CH2:30][CH2:31][CH2:32][CH3:33])=[CH:16][CH:15]=2)=[CH:10][CH:11]=[CH:12][CH:13]=1)(=[O:7])=[O:6])(=O)C.OS(O)(=O)=O.OP([O-])(O)=O.[K+]>O>[CH2:30]([C:22]1[N:21]([CH2:20][C:17]2[CH:18]=[CH:19][C:14]([C:9]3[C:8]([S:5]([NH2:4])(=[O:7])=[O:6])=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:15][CH:16]=2)[C:25]([C:26]#[N:27])=[C:24]([O:28][CH3:29])[N:23]=1)[CH2:31][CH2:32][CH3:33]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 516951Monobasic potassium phosphateHCID 70145066HCID 70145066, compound

Product 1

HCID 18400126HCID 18400126, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.1 g of 4′-(2-butyl-5-cyano-4-methoxyimidazol-1-ylmethyl)biphenyl-2-sulfonic acid acetylamide are suspended in 40 ml of a 20% aqueous H2SO4 solution and the mixture is refluxed for 3 h. The reaction mixture is added dropwise to 400 ml of a 2/3 M solution of KH2PO4 in water and extracted 3 times using 300 ml of EA each time. The extract is dried over Na2SO4 and the solvent is removed in vacuo. Chromatography on silica gel using MTB yields 1.6 g of a colorless oil.

Workup

  1. temperaturethe mixture is refluxed for 3 h
  2. extractionextracted 3 times
  3. dry with materialThe extract is dried over Na2SO4
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-89e9476555c04913a0d926f79e1be814
Source dataset
uspto-grants-2002_01
Patent number
US06335451B1

Reaction notes

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