Methyl p-toluenesulfonate → HCID 22266844, compound

HRID 1914982Notes

Reaction equation

HRID 1914982 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]>C(OCC)(=O)C>[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][N+:11]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[S:4][C:3]=1[S:2][CH3:1]

Participants

4

Reactant 2

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

Product 1

HCID 22266844HCID 22266844, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

To 0.626 g of 2-methylthiothiazolo[4,5-b]pyridine (Smith, et al. SULFUR LETTERS, 17, 197-216 (1994)) is added 0.71 g of methyl tosylate and the mixture is heated at 120° C. for one hour. After cooling to room temperature, 10 mL of ethyl acetate is added and the mixture is stirred for 30 minutes. The supernatant liquid is decanted and the product is recovered as an oily layer.

Workup

  1. temperatureAfter cooling to room temperature
  2. customThe supernatant liquid is decanted
  3. customthe product is recovered as an oily layer

Sources & evidence

ORD record
ord-f5eb6e05ff484751981b88375f595dfd
Source dataset
uspto-grants-2013_12
Patent number
US08614302B2

Reaction notes

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