O-Methylhydroxylamine → HCID 178502866, compound

HRID 637872Notes

Reaction equation

HRID 637872 reaction equation
[C:1]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:2]([S:7]([NH:10][C:11](=[N:14][C:15]2[N:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[N:16]=2)SC)(=[O:9])=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.[CH3:29][O:30][NH2:31]>O1CCOCC1>[C:1]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:2]([S:7]([NH:10][C:11]([NH:14][C:15]2[N:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[N:16]=2)=[N:31][O:30][CH3:29])(=[O:9])=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 4113O-MethylhydroxylamineHCID 178503865methyl N-(4,6-dimethylpyrimidin-2-yl)-N'-(2-phenylphenyl)sulfonylcarbamimidothioate

Product 1

HCID 178502866HCID 178502866, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4.12 g of 1-(2-biphenylsulfonyl)3-(4,6-dimethylpyrimidin-2-yl)2-methylisothiourea was dissolved in 50 ml of dioxane, 2.35 g of O-methylhydroxylamine was added to the solution, and the mixture was heated under reflux for 5 hours. After cooling the reaction mixture, the solvent was evaporated under reduced pressure. The residue was recrystallized from ethanol to give 2.6 g of the desired N-(2-biphenylsulfonyl)N'-(4,6-dimethylpyrimidin-2-yl)N"-(methoxy)guanidine of the following formula, mp. 190°-192° C.: ##STR21##

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hours
  3. temperatureAfter cooling the reaction mixture
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-f84ca7cc79e345e889e51811da235fa1
Source dataset
uspto-grants-1985_12
Patent number
US04559079

Reaction notes

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