Sodium Bicarbonate → HCID 15166282, compound

HRID 727914Notes

Reaction equation

HRID 727914 reaction equation
CS(O[CH2:6][C:7]1[C:12]([CH3:13])=[C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[CH:10]=[CH:9][N:8]=1)(=O)=O.[SH:23][C:24]1[NH:28][C:27]2[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=2[N:25]=1.C(=O)([O-])O.[Na+]>C(O)C>[CH3:22][O:21][CH2:20][CH2:19][O:18][CH2:17][CH2:16][CH2:15][O:14][C:11]1[CH:10]=[CH:9][N:8]=[C:7]([CH2:6][S:23][C:24]2[NH:28][C:27]3[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=3[N:25]=2)[C:12]=1[CH3:13]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 19600539HCID 19600539, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 15166282HCID 15166282, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture comprising 1.9 g of crude [4-{3-(2-methoxyethoxy)propoxy}-3-methylpyridine-2-yl]methyl methanesulfonate, 0.83 g of 2-mercapto-1H-benzimidazole and 20 ml of ethanol was stirred at a room temperature for one hour, made basic with a saturated aqueous solution of sodium hydrogencarbonate and extracted with chloroform. The extract was dried over magnesium sulfate and distilled under a reduced pressure. The obtained residue was chromatographed over a silica gel column and eluted with ethyl acetate/n-hexane to obtain 1.5 g of an oily product.

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe extract was dried over magnesium sulfate
  3. distillationdistilled under a reduced pressure
  4. customThe obtained residue was chromatographed over a silica gel column
  5. washeluted with ethyl acetate/n-hexane

Sources & evidence

ORD record
ord-0156f4a18eef4fd497187b66c0218c1b
Source dataset
uspto-grants-1991_09
Patent number
US05045552

Reaction notes

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