Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB500563A
Inventor
John Yates
Ernest Haddock
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Shell Research Ltd
Original Assignee
Shell Research Ltd
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Filing date
Publication date
Application filed by Shell Research LtdfiledCriticalShell Research Ltd
Priority to GB500563ApriorityCriticalpatent/GB1028912A/en
Publication of GB1028912ApublicationCriticalpatent/GB1028912A/en
Organic Low-Molecular-Weight Compounds And Preparation Thereof
(AREA)
Abstract
The invention comprises the preparation of 2-halothiobenzamides of the general formula <FORM:1028912/C2/1> a tautomeric isothiobenzamide or a mixture thereof, which comprises reacting the corresponding 2-halobenzaldeoxime ester of the general formula <FORM:1028912/C2/2> in which X is a halogen atom, Z is a halogen atom, a hydrocarbyl group or a hydrocarbylthio group, R is an aliphatic carboxylic acid radical preferably containing 1-4 C atoms and x=1, 2, 3 or 4, with hydrogen sulphide in the presence of an organic base, e.g. a secondary or tertiary aliphatic amine or a heterocyclic nitrogenous base such as piperidine, morpholine, ethanolamine and triethylamine. In an example 2,6-dichlorothiobenzamide is prepared by mixing 2,6-dichlorobenzaldoxime acetate, triethylamine and ethanol and passing in H2S for six hours after which the reaction mixture was poured into a mixture of ice water to precipitate the end product.
GB500563A1963-02-071963-02-07Improved process for the preparation of 2-halothiobenzamides
ExpiredGB1028912A
(en)
Improvements in or relating to novel chemical compounds useful in the synthesis of lysergic acid and its homologues and process for preparing such compounds