Water → HCID 178502867, compound

HRID 2290986Notes

Reaction equation

HRID 2290986 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]([NH:12][O:13][CH3:14])=[NH:11])[N:3]=1.[CH3:15][O:16][S:17]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26](Cl)(=[O:28])=[O:27])(=[O:19])=[O:18].O>N1C=CC=CC=1>[CH3:8][C:6]1[CH:7]=[C:2]([CH3:1])[N:3]=[C:4]([NH:9][C:10]([NH:11][S:26]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[S:17]([O:16][CH3:15])(=[O:19])=[O:18])(=[O:28])=[O:27])=[N:12][O:13][CH3:14])[N:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 13690937HCID 13690937, compoundHCID 178502876HCID 178502876, compound

Product 1

HCID 178502867HCID 178502867, compoundYield 46.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-(4,6-Dimethylpyrimidin-2-yl) N'-methoxyguanidine (9.75 g) was a dissolved in pyridine (200 ml), and 2-methoxysulfonylbenzenesulfonyl chloride (13.5 g) was added to the solution. The mixture was stirred at room temperature for 2 days. The reaction mixture was poured into water, and extracted with methylene chloride. The organic layer was washed with a 1N aqueous solution of hydrochloric acid, and dried over anhydrous sodium sulfate. Methylene chloride was evaporated under reduced pressure, and the residue was recrystallized from methanol to give 10 g of the desired N-(4,6-dimethylpyrimidin-2-yl) N'-(2-methoxysulfonylbenzenesulfonyl) N"-methoxyguanidine represented by the following formula. mp. 130°-138° C. ##STR21##

Workup

  1. extractionextracted with methylene chloride
  2. washThe organic layer was washed with a 1N aqueous solution of hydrochloric acid
  3. dry with materialdried over anhydrous sodium sulfate
  4. customMethylene chloride was evaporated under reduced pressure
  5. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-f257a39d60944a55ada371f6fae9df36
Source dataset
uspto-grants-1986_10
Patent number
US04619688

Reaction notes

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