Sodium Chloride → HCID 15572405, compound

HRID 443406Notes

Reaction equation

HRID 443406 reaction equation
Cl.Cl.[CH:3]([NH:6][CH:7]([CH3:16])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][N:10]=1)([CH3:5])[CH3:4].C(=O)([O-])[O-].[Na+].[Na+].[CH3:23][S:24](Cl)(=[O:26])=[O:25].[Cl-].[Na+]>C(Cl)Cl>[CH:3]([NH:6][CH:7]([CH3:16])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][S:24]([CH3:23])(=[O:26])=[O:25])=[CH:11][N:10]=1)([CH3:5])[CH3:4]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 10340Sodium Carbonate2×HCID 31297Methanesulfonyl chlorideHCID 2013828176906-72-4

Product 1

HCID 15572405HCID 15572405, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the mixture of 26.7 g of 2-(2-isopropylaminopropyl)-5-pyridinol dihydrochloride, 200 ml of methylene chloride and 100 ml of saturated aqueous sodium carbonate, 16 ml of methanesulfonyl chloride are added dropwise while stirring at 0°-10° and adding more sodium carbonate to maintain basicity. Stirring is continued for 30 minutes at pH=9.5-10 and the mixture is combined with half of its volume of saturated aqueous sodium chloride. It is separated, the aqueous layer extracted with methylene chloride, the combined organic solutions washed with saturated aqueous sodium carbonate, dried and evaporated, to yield the 2-(2-isopropylaminopropyl)-5-methanesulfonyloxypyridine as an oil.

Workup

  1. additionare added dropwise
  2. temperatureto maintain basicity
  3. stirringStirring
  4. customIt is separated
  5. extractionthe aqueous layer extracted with methylene chloride
  6. washthe combined organic solutions washed with saturated aqueous sodium carbonate
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-3510aa650c3740c5aab6df12434dbcc5
Source dataset
uspto-grants-1981_04
Patent number
US04260619

Reaction notes

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