Sulfuric Acid → HCID 20033660, compound

HRID 231694Notes

Reaction equation

HRID 231694 reaction equation
S(=O)(=O)(O)[OH:2].O[CH:7]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1)[CH2:8][CH2:9][S:10]([C:13]1[S:17][C:16]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:15][CH:14]=1)(=[O:12])=[O:11].[C:30](#[N:32])[CH3:31]>>[C:30]([NH:32][CH:7]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1)[CH2:8][CH2:9][S:10]([C:13]1[S:17][C:16]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:15][CH:14]=1)(=[O:12])=[O:11])(=[O:2])[CH3:31]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 6342AcetonitrileHCID 20033694HCID 20033694, compound

Product 1

HCID 20033660HCID 20033660, compoundYield 91%

Procedure

To sulfuric acid (5.2 ml), cooled to 0° C. was added a solution of product from Step B (2.0 g, 5.1 mmol) in acetonitrile (17 ml) dropwise and the solution was stirred at room temperature overnight. The mixture was poured into ice (100 ml) and stirred for 1 hour. The solution was extracted with ethyl acetate and the organic layers were washed with water and saturated NaHCO2 solution. Drying and solvent evaporation gave the title compound (2.0 g, 91%).

Workup

  1. stirringstirred for 1 hour
  2. extractionThe solution was extracted with ethyl acetate
  3. washthe organic layers were washed with water and saturated NaHCO2 solution
  4. customDrying
  5. customsolvent evaporation

Sources & evidence

ORD record
ord-3c80864400444ef68812be9d91f8c0e0
Source dataset
uspto-grants-1989_07
Patent number
US04847289

Reaction notes

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