Dimethyl Sulfoxide → HCID 23361968, compound

HRID 1082091Notes

Reaction equation

HRID 1082091 reaction equation
[O:1]=[C:2]1[C:6]2[C:7]3[C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[N:14]4[C:8]=3[C:9]3[N:10]([C:28]5[C:33]([C:34]=3[C:5]=2[C:4](=[O:35])[N:3]1[Si](C(C)C)(C(C)C)C(C)C)=[CH:32][CH:31]=[CH:30][CH:29]=5)[CH:11]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[S:12](=[O:22])(=[O:21])[CH2:13]4.CS(C)=O.C([O-])(=O)C.[Na+]>O>[O:1]=[C:2]1[C:6]2[C:7]3[C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[N:14]4[C:8]=3[C:9]3[N:10]([C:28]5[C:33]([C:34]=3[C:5]=2[C:4](=[O:35])[NH:3]1)=[CH:32][CH:31]=[CH:30][CH:29]=5)[CH:11]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[S:12](=[O:22])(=[O:21])[CH2:13]4

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 517045Sodium AcetateHCID 86750098HCID 86750098, compound

Product 1

HCID 23361968HCID 23361968, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a 10 mL flask were placed 0.07 g of the compound from Example 44, 4.0 mL of dimethyl sulfoxide, 1.0 mL of water and 0.05 g of sodium acetate. The resulting mixture was stirred at room temperature for 16 hours, cooled and poured in to ice and water. The resulting yellow precipitate was collected, washed with water and dried in vacuo (2.0 mm Hg) for 2 days to give 0.04 g of the title compound. mp: 298°-300° C.; HRMS: calc'd: 487.0838; measured: 487.0831 ##STR69##

Workup

  1. customIn a 10 mL flask were placed
  2. temperaturecooled
  3. customThe resulting yellow precipitate was collected
  4. washwashed with water
  5. customdried in vacuo (2.0 mm Hg) for 2 days

Sources & evidence

ORD record
ord-93faa8b86ba542faaf9daa3f1c99e84d
Source dataset
uspto-grants-1996_12
Patent number
US05589472

Reaction notes

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