Thionyl Chloride → HCID 20330524, compound

HRID 918568Notes

Reaction equation

HRID 918568 reaction equation
[CH2:1]([O:3][C:4]([O:6][C:7]1[C:8]([CH3:22])=[N:9][CH:10]=[C:11]([CH2:20]O)[C:12]=1[CH2:13][O:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:5])[CH3:2].S(Cl)([Cl:25])=O>C1C=CC=CC=1>[ClH:25].[Cl:25][CH2:20][C:11]1[C:12]([CH2:13][O:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:7]([O:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])[C:8]([CH3:22])=[N:9][CH:10]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20330492HCID 20330492, compound

Product 1

HCID 20330524HCID 20330524, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 0.1 mole of 3-ethoxycarbonyloxy-4-ethoxycarbonyloxymethyl-5-hydroxymethyl-2-methylpyridine in 200 ml. of benzene is added dropwise with stirring and cooling 0.15 moles of thionyl chloride. The reaction mixture is stirred for 1 hour and then filtered to give 5-chloromethyl-3-ethoxycarbonyloxy-4-ethoxycarbonyloxymethyl-2-methylpyridine hydrochloride.

Workup

  1. stirringThe reaction mixture is stirred for 1 hour
  2. filtrationfiltered

Sources & evidence

ORD record
ord-4242bdffa2c446f18da0b615d4f94125
Source dataset
uspto-grants-1976_07
Patent number
US03971797

Reaction notes

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