Methyl iodide → HCID 13537725, compound

HRID 1583967Notes

Reaction equation

HRID 1583967 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([OH:13])=[N:10][S:11][N:12]=2)=[CH:4][CH:3]=1.[C:14](=O)([O-])[O-].[K+].[K+].IC>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([O:13][CH3:14])=[N:10][S:11][N:12]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178519021HCID 178519021, compound

Product 1

HCID 13537725HCID 13537725, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By the method of L. Weinstock, et al., supra, 0.5 g (0.0023 mole) 4-(4-chlorophenyl)-3-hydroxy-1,2,5-thiadiazole, 0.36 g (0.0026 mole) of potassium carbonate and 0.37 g (0.0026 mole) of iodomethane in 15 ml of N,N-dimethylformamide were reacted to produce 0.45 g of 4-(4-chlorophenyl)-3-methoxy-1,2,5-thiadiazole, Compound 25 of Table I. Compounds 22-24, 26-29, 31, 35, 37, and 39-41 were also prepared by this method, except that, in some cases sodium carbonate was used in place of potassium carbonate and/or an appropriate bromide or chloride was used in place of methyl iodide.

Sources & evidence

ORD record
ord-c775b14c6b3d4ba79408e236ab5eb90d
Source dataset
uspto-grants-1985_11
Patent number
US04555521

Reaction notes

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