IL26948A - 4-halophenol derivatives and their preparation - Google Patents

Description

The present invention provides derivatives the general which is or is hydrogen or alkyl and X is provided that when is nitro and then must he She new of formula I according to the invention are novel and useful as key intermediates for the preparation for which possess useful medical activities such as an anesthetic and The present invention also provides a process for the preparation of derivatives having the general formula I in which is whic comprises reacting derivatives having the general formula which is hydrogen with compounds having the general formula is an alkylidene is hydrogen and halogen or where is a hydrogen atom or an alkyl and together represent the group Examples of the alkanoyl group referred to herein are valeryl me examples of the alkyl group are examples of the alkylidene are and of the halogen atom are The starting materials formula in which is this process are novel compounds and some of them for can be prepared by adding sodium nitrite to a strong acidic solution o and by heating the and can be prepared b reacting with anhydrous aluminum chloride in presence of carbon The others also may be pared by same process as disclosed She compounds are mono alkyl halides or in which some examples of the mono sulfates ar mono mono some examples the halides methyl ethyl propyl butyl and some examples of the are In case where sulfates or alkyl des are used as starting it is preferable to carry out in th presence of a basic condensing agent such metal alkaline earth metal hdroxide ThQ reaction may be carried out in the presence of a solvent whic does not participate in the reaction choice of the vent will depend on the kind of the compound Thus are preferably used in the cases where mono sulfates are used as the compounds aromatic in the cases using and in the cases using The reaction is generally carried out under heating and reflux in the cases where the sulfates or alkyl are and generally at temperature in the cases using the The following examples will to illustrate the 1 To a solution of dissolved in ml of absolute acetone was added g of potassium carbonate anhydride with To this solution added g of dimethyl sulfate and the mixture was with stirring for 15 After pletion of the the reaction mixture filtrated and the filtrate was concentrated to obtain g of a as white yield 84 Calculated for C H Pound 2 To a solution of g of immediately thereafter g of dimethyl sulfate was The mixture heated under reflux for 16 after which 60 ml of absolute acetone added to the mixture which was then The residual cakes washed times 10 ml of acetone The filtrate and the washings were combined and the acetone distilled off under reduced pressure to yield faint yellow The crystals were with 50 ml of and then from 50 ml of ethanol to obtain of yield Calculated C H Found C 01 insufficientOCRQuality

Claims (1)

1. 5 derivatives o the formula in which is nitro or is alkyl or 6 is hydrogen or alkyl and is provided that when is nitro and is then be A process fo the preparation ether derivatives of I in Claim in which is wherein a derivative having the general formula I in Claim in which is hydrogen is reacted with a compound having the general formula in which is an alkylidene is hydrogen and is halogen or the group where is a hydrogen atom an alkyl or and together represent the group insufficientOCRQuality