Ammonium Hydroxide → HCID 14476494, compound

HRID 1904953Notes

Reaction equation

HRID 1904953 reaction equation
[CH2:1]1[O:12][C:11]2[CH:10]=[C:9]3[C:5]([CH:6]=[C:7]([S:22](Cl)(=[O:24])=[O:23])[N:8]3[S:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)(=[O:15])=[O:14])=[CH:4][C:3]=2[O:2]1.[OH-].[NH4+:27]>CC(C)=O>[CH2:1]1[O:12][C:11]2[CH:10]=[C:9]3[C:5]([CH:6]=[C:7]([S:22](=[O:24])(=[O:23])[NH2:27])[N:8]3[S:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)(=[O:15])=[O:14])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 14476493HCID 14476493, compound

Product 1

HCID 14476494HCID 14476494, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 5,6-methylenedioxy-1-benzenesulfonylindole-2-sulfonyl chloride (3.66 gm, 9.15 mmol) in acetone (35 ml) was added dropwise to a solution of concentrated ammonium hydorxide (5 ml) in acetone (20 ml) which was cooled in an ice bath. After 1 hour the reaction was warmed to room temperature and the solvent was evaporated. The residue was suspended in cold water and crystalline solid was collected by filtration. This solid was dissolved in ethyl acetate, dried (anhydrous Na2SO4), evaporated, and the residue was triturated with diethyl ether to give crystalline product (1.75 gm), mp 229°-232° C.

Workup

  1. temperaturewas cooled in an ice bath
  2. customthe solvent was evaporated
  3. filtrationcrystalline solid was collected by filtration
  4. dissolutionThis solid was dissolved in ethyl acetate
  5. dry with materialdried (anhydrous Na2SO4)
  6. customevaporated
  7. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-17b8890a99784288b8eb94e8e58a9d2e
Source dataset
uspto-grants-1989_06
Patent number
US04840963

Reaction notes

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