Pyridine → HCID 22156931, compound

HRID 1073827Notes

Reaction equation

HRID 1073827 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].O[CH2:7][CH:8]1[CH2:13][O:12][CH2:11][CH:10]([CH3:14])[O:9]1.N1C=CC=CC=1>CN(C)C1C=CN=CC=1.ClCCl>[CH3:1][S:2]([CH2:7][CH:8]1[CH2:13][O:12][CH2:11][CH:10]([CH3:14])[O:9]1)(=[O:4])=[O:3]

Participants

6

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 22460201HCID 22460201, compound

Product 1

HCID 22156931HCID 22156931, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

13.7 ml of methanesulphonic acid chloride are added dropwise, over a period of approximately 30 minutes, while stirring at 0° to 5° C., to a solution of 21.1 g of 2-hydroxymethyl-6-methyl-1,4-dioxan, 15.2 g of pyridine and 0.6 g of 4-dimethylaminopyridine in 80 ml of dichloromethane. After stirring for a further 18 hours at room temperature, the reaction mixture is extracted repeatedly with 1N hydrochloric acid and then washed with water until neutral. After the organic phase, which has been separated off, has been dried over sodium sulphate and the solvent has been distilled off completely, the title compound of formula ##STR55## is obtained. The 1H-proton resonance spectrum corresponds to this structure; nD22 =1.4607.

Workup

  1. extractionthe reaction mixture is extracted repeatedly with 1N hydrochloric acid
  2. washwashed with water until neutral
  3. customAfter the organic phase, which has been separated off
  4. dry with materialhas been dried over sodium sulphate
  5. distillationthe solvent has been distilled off completely

Sources & evidence

ORD record
ord-9ff7768b8a014a4e95b709b9b98f0d0e
Source dataset
uspto-grants-1990_11
Patent number
US04971981

Reaction notes

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