Methyl iodide → HCID 59262376, compound

HRID 1624161Notes

Reaction equation

HRID 1624161 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-ac4d51b2dd9240b6a08092e9e111b350
Source dataset
uspto-grants-2014_07
Patent number
US08778980B2

Reaction notes

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