Methyl iodide → HCID 59262376, compound

HRID 2362489Notes

Reaction equation

HRID 2362489 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][S:12](=[O:15])(=[O:14])[NH:11][C:10](=[O:16])[NH:9]2)=[CH:4][CH:3]=1.[CH3:17][O-].[Na+].CI>CO.CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:13][S:12](=[O:15])(=[O:14])[N:11]([CH3:17])[C:10](=[O:16])[NH:9]2)=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 10942334Sodium MethoxideHCID 59262332HCID 59262332, compound

Product 1

HCID 59262376HCID 59262376, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

Using a method similar to that described by A. Etienne et al. (Bull. Soc. Chim. Fr., 1974, 1395) 5-(4-chlorophenyl)-1,1-dioxo-[1,2,4]thiadiazinan-3-one DE3 is treated with sodium methoxide (1 equivalent) in methanol. Add methyl iodide (1.2 equivalent) in DMF and allow to stir for 12 h. Pour the mixture into ice water and collect the precipitate of the title compound DE4.

Workup

  1. customcollect the precipitate of the title compound DE4

Sources & evidence

ORD record
ord-bbd41724545a44e19ead115ca94f5444
Source dataset
uspto-grants-2014_04
Patent number
US08691831B2

Reaction notes

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