Methanesulfonyl chloride → HCID 13677628, compound

HRID 1729468Notes

Reaction equation

HRID 1729468 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[O:15][C:14](=[O:16])[NH:13][CH:12]2[CH2:17][OH:18])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:19][S:20](Cl)(=[O:22])=[O:21]>N1C=CC=CC=1.Cl>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[O:15][C:14](=[O:16])[NH:13][CH:12]2[CH2:17][O:18][S:20]([CH3:19])(=[O:22])=[O:21])=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 13677622HCID 13677622, compound

Product 1

HCID 13677628HCID 13677628, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

Compound (H) (200 mg; 0.84 mmols) has been dissolved in anhydrous pyridine (3 ml). The thus obtained solution has been cooled to 0° C. and added with freshly distilled methanesulfonyl chloride (0.06 ml). The solution has been maintained at 0° C. overnight and then diluted with an aqueous solution of hydrochloric acid (stoichiometric amount with respect to pyridine) and ice. After extraction with ethyl acetate, the organic extract has been dried over sodium sulfate and evaporated in vacuo to afford crude (J); yield, 85-90%.

Workup

  1. temperatureThe solution has been maintained at 0° C. overnight
  2. extractionAfter extraction with ethyl acetate
  3. extractionthe organic extract
  4. dry with materialhas been dried over sodium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-854eb5aa3d6c4ec6be143c02bc454d94
Source dataset
uspto-grants-1994_07
Patent number
US05332835

Reaction notes

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