Hydrochloric Acid → HCID 18950726, compound

HRID 1492572Notes

Reaction equation

HRID 1492572 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH:7]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)[CH2:8][CH2:9][NH2:10].C(N(CC)CC)C.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([S:31](Cl)(=[O:33])=[O:32])=[CH:27][CH:26]=1.Cl>C(Cl)Cl>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH:7]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)[CH2:8][CH2:9][NH:10][S:31]([C:28]1[CH:29]=[CH:30][C:25]([Cl:24])=[CH:26][CH:27]=1)(=[O:33])=[O:32]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 18950719HCID 18950719, compound

Product 1

HCID 18950726HCID 18950726, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(1-Methyl-2-pyrrolyl)-3-(3-pyridyl)propylamine (0.59 g) and triethylamine (0.31 g) were dissolved in 20 ml of methylene chloride, followed by addition of 0.64 g of p-chlorobenzene sulfonylchloride, and stirred at room temperature for 18 hours. To the reaction mixture was added 2N hydrogen chloride, and the organic phase was separated, which was then extracted with methylene chloride from the aqueous phase. After washing in saturated aqueous sodium hydrogencarbonate and in aqueous saturated sodium chloride solution and drying over magnesium sulfate, the solvent was distilled off to obtain 0.96 g of N-[3-(1-methyl-2-pyrrolyl)-3-(3-pyridyl)propyl ]-4-chlorobenzenesulfonamide.

Workup

  1. customthe organic phase was separated
  2. extractionwhich was then extracted with methylene chloride from the aqueous phase
  3. washAfter washing in saturated aqueous sodium hydrogencarbonate and in aqueous saturated sodium chloride solution
  4. dry with materialdrying over magnesium sulfate
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-bf57d28e16494ba292bba1572a3ffb0c
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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