Methanesulfonic Acid → HCID 18357440, compound

HRID 427508Notes

Reaction equation

HRID 427508 reaction equation
[NH2:1][C:2]1[C:3]([NH2:11])=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].Cl[CH2:13][C:14](=O)[CH3:15].C(=O)(O)[O-].[Na+].[CH3:22][S:23]([OH:26])(=[O:25])=[O:24]>CN(C)C=O>[S:23]([OH:26])(=[O:25])(=[O:24])[CH3:22].[NH2:1][C:2]1[C:3]2[N:4]([CH:13]=[C:14]([CH3:15])[N:11]=2)[CH:5]=[C:6]([C:7]([NH2:9])=[O:8])[CH:10]=1

Participants

6

Reactant 4

HCID 6395Methanesulfonic AcidHCID 6571ChloroacetoneHCID 516892Sodium BicarbonateHCID 99421905,6-Diaminonicotinamide

Product 1

HCID 18357440HCID 18357440, compoundYield 33.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5,6-diaminonicotinamide (10 g, 66 mmol), chloroacetone (6.1 g, 66 mmol) and sodium bicarbonate (11.2 g, 132 mmol) were added to dimethylformamide (200 ml) and the mixture was stirred for 72 h. at room temperature. Most of the solvent was evaporated under reduced pressure and methanesulfonic acid (6 g, 63 mmol) was added. More solvent was evaporated under reduced pressure and ethanol was added to the residue. Upon warming the mixture to 60° C. the product crysstallized as salt and was filtred off to give 6 g (32%) of the title compound.

Workup

  1. additionwas added
  2. customMore solvent was evaporated under reduced pressure and ethanol
  3. additionwas added to the residue
  4. temperatureUpon warming the mixture to 60° C. the product

Sources & evidence

ORD record
ord-1ec0dec5b00a49c4b9ce5e4972b6cd1a
Source dataset
uspto-grants-2001_11
Patent number
US06313137B1

Reaction notes

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