Sodium Hydroxide → HCID 15166342, compound

HRID 357580Notes

Reaction equation

HRID 357580 reaction equation
Cl.Cl[CH2:3][C:4]1[C:9]([CH3:10])=[C:8]([O:11][CH2:12][CH2:13][CH2:14][O:15][CH3:16])[CH:7]=[CH:6][N:5]=1.[SH:17][C:18]1[S:19][C:20]2[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=2[N:22]=1.[OH-].[Na+]>C(O)C>[CH3:16][O:15][CH2:14][CH2:13][CH2:12][O:11][C:8]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:3][S:17][C:18]2[S:19][C:20]3[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=3[N:22]=2)[C:9]=1[CH3:10]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 187927422-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine--hydrogen chloride (1/1)HCID 178418395HCID 178418395, compound

Product 1

HCID 15166342HCID 15166342, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture comprising 0.8 g of 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine hydrochloride, 0.5 g of 2-mercaptobenzothiazole, 0.36 g of sodium hydroxide and 30 ml of ethanol was stirred at a room temperature for 6 hours and distilled under a reduced pressure to remove the ethanol. The residue was purified by silica gel column chromatography to obtain 0.85 g of the title compound as a pale yellow crystal.

Workup

  1. distillationdistilled under a reduced pressure
  2. customto remove the ethanol
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-32b78e3088aa4c558a9eb958ccec679f
Source dataset
uspto-grants-1998_11
Patent number
US05840910

Reaction notes

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