Sodium Hydroxide → HCID 178512105, compound

HRID 2413180Notes

Reaction equation

HRID 2413180 reaction equation
[OH-].[Na+].S(O)(O)(=O)=O.[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][NH:15][C:16]([NH2:18])=[NH:17].S([O-])([O-])(=O)=O.[Na+].[Na+].[CH:26]1([C:32](Cl)=[O:33])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1>CC(C)=O>[CH:26]1([C:32]([NH:17][C:16]([NH:15][CH2:14][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][N:8]=2)=[NH:18])=[O:33])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 75938Cyclohexanecarbonyl chlorideHCID 178512760HCID 178512760, compound

Product 1

HCID 178512105HCID 178512105, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A mixture of 8.00 g of 50% aqueous NaOH, 19.92 g of 2-pyridylmethyl guanidine sulfate, and 100 ml of acetone is stirred overnight at RT. Anhydrous sodium sulfate (8 g) is added to the mixture and stirring continued for 5 hr. A solution of 7.33 g of cyclohexyl carbonyl chloride in 100 ml of acetone is added dropwise to the stirred mixture and the reaction mixture allowed to stand over the weekend. The solvent is evaporated in vacuo and the residue partitioned between methylene chloride and H2O. The aqueous phase is separated and extracted with methylene chloride. The combined organic extract is dried over sodium sulfate, filtered and the filtrate evaporated in vacuo, yielding the guanidine as a solid.

Workup

  1. stirringstirring
  2. waitcontinued for 5 hr
  3. customThe solvent is evaporated in vacuo
  4. customthe residue partitioned between methylene chloride and H2O
  5. customThe aqueous phase is separated
  6. extractionextracted with methylene chloride
  7. extractionThe combined organic extract
  8. dry with materialis dried over sodium sulfate
  9. filtrationfiltered
  10. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-2a9fde1b6af34a278286d537bbe2e1d3
Source dataset
uspto-grants-1985_01
Patent number
US04496573

Reaction notes

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