Toluene → HCID 14476648, compound

HRID 1089909Notes

Reaction equation

HRID 1089909 reaction equation
C1(C)C=CC=CC=1.C(=O)(O)[O-].[Na+].[Cl:13][C:14]1[C:19]([C:20]([NH:22][C:23]([CH3:27])([CH3:26])[CH2:24]Cl)=[O:21])=[CH:18][CH:17]=[CH:16][N:15]=1>O>[Cl:13][C:14]1[C:19]([C:20]2[O:21][CH2:24][C:23]([CH3:27])([CH3:26])[N:22]=2)=[CH:18][CH:17]=[CH:16][N:15]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 516892Sodium BicarbonateHCID 14476647HCID 14476647, compound

Product 1

HCID 14476648HCID 14476648, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2 l of toluene and 155 g (1.84 mole) of sodium bicarbonate are then added to the solution of 2-chloro 3-(1,1-dimethyl 2-chloro-ethyl)aminocarbonylpyridine thus formed and the mixture is refluxed with vigorous stirring until the starting material has completely disappeared (10 to 15 H). The water formed by the reaction of the hydrochloric acid liberated with the sodium bicarbonate is collected in a separator, and the sodium chloride formed is filtered off and washed with toluene. The filtrate is then concentrated under reduced pressure to give 2-chloro 3-(4,4-dimethyl 2-oxazolinyl)pyridine in the form of a yellow oil which can be purified by distillation under reduced pressure.

Workup

  1. customthus formed
  2. temperaturethe mixture is refluxed

Sources & evidence

ORD record
ord-afda111307c846e2a779d0f7cb2d8bff
Source dataset
uspto-grants-1992_01
Patent number
US05079363

Reaction notes

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