Methyl p-toluenesulfonate → HCID 22266844, compound

HRID 488857Notes

Reaction equation

HRID 488857 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-16e075b5d95b4f1a82b5c4aeff7566d0
Source dataset
uspto-grants-2005_12
Patent number
US06974873B2

Reaction notes

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