Sodium Hydroxide → HCID 178526247, compound

HRID 1902861Notes

Reaction equation

HRID 1902861 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][N:11]1[OH:15].S([O-])([O-])(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.Cl.Cl[CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][N+:59]=1[O-:64].[OH-].[Na+]>C1(C)C=CC=CC=1>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][N:11]1[O:15][CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][N+:59]=1[O-:64]

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 11433187Bis(tetrabutylammonium) sulphateHCID 12201635HCID 12201635, compoundHCID 178526276HCID 178526276, compound

Product 1

HCID 178526247HCID 178526247, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 9.84 g of 2-[(2,6-dichlorophenyl)imino]-1-hydroxyimidazolidine, 1.4 g of tetra-n-butylammonium sulfate and 7.56 g of 2-chloromethyl-pyridine N-oxide hydrochloride in 140 ml of toluene is treated with 30 ml of 28 percent sodium hydroxide while stirring vigorously. The temperature rises immediately to 30°. After 2 hours, the precipitate is removed by filtration under suction, washed with water and dried at 60° in vacuo. From methanol and acetonitrile there is obtained 2-([{2-[(2,6-dichlorophenyl)imino]-1-imidazol idinyl}oxy]methyl)-pyridine 1-oxide of melting point 185°-187°. The corresponding hydrochloride crystallizes from methanol/acetonitrile with 2.5 mol of hydrochloric acid and melts at 171°-173°. The corresponding cyclohexylsulfamate decomposes slowly from 159°-238°.

Workup

  1. customrises immediately to 30°
  2. customthe precipitate is removed by filtration under suction
  3. washwashed with water
  4. customdried at 60° in vacuo

Sources & evidence

ORD record
ord-80b05f0d07f74ab9aaaa9ce1c7799987
Source dataset
uspto-grants-1982_12
Patent number
US04366160

Reaction notes

Loading…