Dimethyl Sulfoxide → HCID 13131853, compound

HRID 2417586Notes

Reaction equation

HRID 2417586 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)=[C:13]([CH3:23])[N:12]=[C:11]([N:24]3[CH2:29][CH2:28][N:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH2:26][CH2:25]3)[CH2:10]2)=[CH:5][CH:4]=1.CS(C)=O>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:14]([C:15]3[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=3)=[C:13]([CH3:23])[N:12]=[C:11]([N:24]3[CH2:25][CH2:26][N:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH2:28][CH2:29]3)[CH:10]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 679Dimethyl SulfoxideHCID 13131848HCID 13131848, compound

Product 1

HCID 13131853HCID 13131853, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

7 g (15 millimol) of 4,5-bis-(4-methoxyphenyl)-6-methyl-2-(4-phenylpiperazino)-3,4-dihydropyridine were suspended in 150 ml of analytically pure dimethylsulphoxide, whilst stirring, and 1.7 g (15 millimol) of potassium tert.-butylate were added to the suspension. The mixture was stirred in a closed vessel until a clear, orange-red coloration had formed. The reaction solution was then stirred in an open reaction flask for 1 hour. After the reaction solution had been neutralised with glacial acetic acid, the colourless precipitate which had separated out was filtered off under suction, washed with methanol and dried in vacuo to obtain 4,5-bis-(4-methoxyphenyl)-6-methyl-2-(4-phenylpiperazino)-pyridine.

Workup

  1. stirringThe mixture was stirred in a closed vessel until a clear, orange-red coloration
  2. customhad formed
  3. stirringThe reaction solution was then stirred in an open reaction flask for 1 hour
  4. customthe colourless precipitate which had separated out
  5. filtrationwas filtered off under suction
  6. washwashed with methanol
  7. customdried in vacuo

Sources & evidence

ORD record
ord-c2d243890bf94bc0a9b38c6ff633b1b0
Source dataset
uspto-grants-1984_09
Patent number
US04469696

Reaction notes

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