Methyl p-toluenesulfonate → HCID 18759549, compound

HRID 888708Notes

Reaction equation

HRID 888708 reaction equation
[CH3:1][S:2][C:3]1[S:4][C:5]2[C:6]([N:11]=1)=[N:7][CH:8]=[CH:9][CH:10]=2.[S:12]([C:17]1[CH:23]=[CH:22][C:20]([CH3:21])=[CH:19][CH:18]=1)([O:15][CH3:16])(=[O:14])=[O:13]>>[S:12]([C:17]1[CH:23]=[CH:22][C:20]([CH3:21])=[CH:19][CH:18]=1)([O-:15])(=[O:14])=[O:13].[CH3:16][C:8]1[N:7]=[C:6]2[NH+:11]=[C:3]([S:2][CH3:1])[S:4][C:5]2=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 11412747Thiazolo[4,5-b]pyridine, 2-(methylthio)-

Product 1

HCID 18759549HCID 18759549, compound

Conditions

Temperature
120 °C

Procedure

To 0.626 g of 2-methylthiothiazolo[4,5-b]pyridine (Smith, K., Lindsay, C., Morris, I. K., Matthews, I. and Pritchard, G. J., Sulfur Letters 17, 197-216 (1994)), is added 0.71 g methyl tosylate. The mixture is heated at 120° C. for one hour. After cooling, the resulting oily mixture is washed with 10 mL of ethyl acetate. After the ethyl acetate is decanted, Compound 5 is isolated as an oil.

Workup

  1. temperatureAfter cooling
  2. washthe resulting oily mixture is washed with 10 mL of ethyl acetate
  3. customAfter the ethyl acetate is decanted

Sources & evidence

ORD record
ord-99b8569d89ca41708013e940cff86333
Source dataset
uspto-grants-2012_08
Patent number
US08252530B2

Reaction notes

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