Methyl iodide → HCID 59262376, compound

HRID 73277Notes

Reaction equation

HRID 73277 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-f7bcd79c930c4465b88adf383f4d55e2
Source dataset
uspto-grants-2014_09
Patent number
US08829036B2

Reaction notes

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