Potassium Carbonate → HCID 178490740, compound

HRID 1902869Notes

Reaction equation

HRID 1902869 reaction equation
[ClH:1].[OH:2][N:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.[OH-:8].C([N+:13]([CH2:22][CH2:23]CC)([CH2:18][CH2:19][CH2:20][CH3:21])CCCC)CCC.[Cl:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N+:29]=1[O-].[C:35](=[O:38])([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[Cl:26][C:27]1[C:28]([O:38][CH3:35])=[CH:33][CH:32]=[C:31]([Cl:1])[C:30]=1[N:29]=[C:4]1[NH:5][CH2:6][CH2:7][N:3]1[O:2][CH2:23][C:22]1[CH:21]=[CH:20][CH:19]=[CH:18][N+:13]=1[O-:8]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 2655032-(Chloromethyl)pyridine 1-oxideHCID 2723671Tetrabutylammonium HydroxideHCID 86738714HCID 86738714, compound

Product 1

HCID 178490740HCID 178490740, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

19.0 g of 2-[2,6-dichloro-3-methoxyphenyl)imino]-1-hydroxyimidazolidine hydrochloride are suspended in 160 ml of toluene. There are added thereto successively 40 ml of a 40 percent solution of tetra-n-butylammonium hydroxide, 12.2 g of 2-chloromethyl-pyridine N-oxide and 250 ml of a saturated potassium carbonate solution. After 4 hours, the precipitated material is removed by filtration, washed with water and subsequently with ether and recrystallized from chloroform and ethanol. There is obtained 2-([{2-[(2,6-dichloro-3-methoxyphenyl)-imino]-1-imidazolidinyl}oxy]methyl)-pyridine 1-oxide of melting point 199°-200° C. The corresponding dihydrobromide melts with decomposition at 192° (methanol/acetonitrile).

Workup

  1. additionThere are added
  2. customthe precipitated material is removed by filtration
  3. washwashed with water and subsequently with ether
  4. customrecrystallized from chloroform and ethanol

Sources & evidence

ORD record
ord-6cf84a8730594767b03967a90b7f1801
Source dataset
uspto-grants-1982_12
Patent number
US04366160

Reaction notes

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