Methyl p-toluenesulfonate → HCID 178503586, compound

HRID 432540Notes

Reaction equation

HRID 432540 reaction equation
[CH3:1][S:2][C:3]1[S:4][C:5]2[CH:6]=[N:7][CH:8]=[CH:9][C:10]=2[N:11]=1.[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:7]1[CH:8]=[CH:9][C:10]2=[NH+:11][CH:3]([S:2][CH3:1])[S:4][C:5]2=[CH:6]1

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 11263876HCID 11263876, compound

Product 1

HCID 178503586HCID 178503586, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 0.127 g of 2-methylthiothiazolo[5,4-c]pyridine (from methylation of thiazolo[5,4-c]pyridine-2(1H)-thione with potassium carbonate and methyl iodide) and 0.143 g methyl tosylate is heated at 120° C. for one hour. Ethyl acetate (8 mL) is added, the mixture is stirred for 30 minutes, and Compound 6 is isolated by suction filtration.

Sources & evidence

ORD record
ord-86e01f5ad5ba4885bb75889cd2fc100d
Source dataset
uspto-grants-2003_12
Patent number
US06664047B1

Reaction notes

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