Calcium chloride, dihydrate → HCID 11965250, compound

HRID 2366362Notes

Reaction equation

HRID 2366362 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[C:11](=[CH:14]/[C:15]2[S:16][C:17]([N+:20]([O-])=O)=[CH:18][CH:19]=2)/[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].O.O.[Cl-].[Ca+2].[Cl-]>C(O)C.[Zn]>[NH2:20][C:17]1[S:16][C:15](/[CH:14]=[C:11](/[C:5]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)\[C:12]#[N:13])=[CH:19][CH:18]=1

Participants

5

Reactant 2

HCID 6093260Calcium chloride, dihydrateHCID 11965248HCID 11965248, compound

Product 1

HCID 11965250HCID 11965250, compoundYield 12.2%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 702EthanolSolvent

Procedure

Compound 1 (316 mg) was dissolved in ethanol (25 mL), and calcium chloride dihydrate (132 mg) and zinc powder (2.55 g) were added to the solution, followed by stirring for 2 hours under reflux. The reaction mixture was subjected to filtration by use of a celite pad, to thereby remove zinc powder, and the solvent was evaporated to dryness. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), to thereby yield the target product (yield: 35 mg, 12%).

Workup

  1. temperatureunder reflux
  2. filtrationThe reaction mixture was subjected to filtration by use of a celite pad
  3. customto thereby remove zinc powder, and the solvent was evaporated to dryness
  4. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate)

Sources & evidence

ORD record
ord-c012c497c71248e8b9a60f6aa448327f
Source dataset
uspto-grants-2014_04
Patent number
US08697742B2

Reaction notes

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