GB869372A - Improvements relating to 4-nitrostyryl-2-sulphonic acid compounds - Google Patents

Improvements relating to 4-nitrostyryl-2-sulphonic acid compounds

Info

Publication number
GB869372A
GB869372A GB13375/58A GB1337558A GB869372A GB 869372 A GB869372 A GB 869372A GB 13375/58 A GB13375/58 A GB 13375/58A GB 1337558 A GB1337558 A GB 1337558A GB 869372 A GB869372 A GB 869372A
Authority
GB
United Kingdom
Prior art keywords
nitro
sulphonic acid
sulphonic
aldehyde
benzaldehyde
Prior art date
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
GB13375/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
National Starch and Chemical Investment Holding Corp
Original Assignee
JR Geigy AG
National Starch and Chemical Investment Holding Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by JR Geigy AG, National Starch and Chemical Investment Holding Corp filed Critical JR Geigy AG
Publication of GB869372A publication Critical patent/GB869372A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for the production of 4-nitrostyryl-2-sulphonic acid-aryl compounds of the general formula: <FORM:0869372/IV (b)/1> wherein Ar represents an aromatic radical or heterocyclic radical of aromatic character is characterised by condensing at temperatures of over 100 DEG C., 4-nitro-1-methylbenzene-2-sulphonic acid in the form of an alkali metal salt, an alkaline earth metal salt or a salt with a saturated organic nitrogenous base which salt either melts or is soluble in organic solvents with an aromatic aldehyde or heterocyclic aldehyde of aromatic character in the presence of a saturated secondary base as condensing agent, the condensation preferably being performed in the presence of hydrophilic organic solvents. In a modification of the process the aldehyde may be used in the form of its condensation product with 2 mols of secondary amine. Examples of saturated organic nitrogenous bases specified are dimethylamine and piperidine. Solvents mentioned include amides of formic and acetic acids and saturated organic sulphones and formamide being preferred. Alkali metal and alkaline earth metal salts specified include sulphoxides, dimethyl sulphoxide and dimethyl those of lithium, sodium, potassium, beryllium and magnesium. Aldehydes employed in the process may contain as substituents halogen, alkyl, alkoxy, cyano, alkyl or aryl sulphone-, tertiary sulphonic acid amide, nitro, acylamino, sulphonic and dialkyl-amino groups, specific examples being benzaldehyde, 4-acetylamino-2-methoxy benzaldehyde, thiophene-2-aldehyde pyridine-2-aldehyde, benzaldehyde 2-sulphonic acid and p-dimethyl amino benzaldehyde, isophthaldehyde and terephthaldehyde. Examples Examples are furnished relating to the production of sodium salts of 4-nitrostilbene-2-sulphonic acid, 4-nitro-41-acetylamino-21-methoxyand ethoxy stilbene-2-sulphonic acids, 1:4-bis (21-sulpho-41-nitrostyryl)-benzene, 2-[41-nitro -21-sulphonic acid-styryl]-thiophene and -pyridine, 4-nitro-21-ethoxy- and 4-nitro-21-ethoxy-31 -methoxystilbene-2-sulphonic acids, 4-nitro-41-methyl -stilbene-2-sulphonic acid, 41-nitro-2141 -dimethylstilbene-2-sulphonic acid, 4-nitrostilbene-2-21-disulphonic acid and 4-nitro-41-dimethylaminostilbene-2-sulphonic acid. The products of the process may be employed as starting materials for the production of optical brightening agents. Specifications 668,200, 718,962 and 779,842 are referred to.
GB13375/58A 1957-04-29 1958-04-28 Improvements relating to 4-nitrostyryl-2-sulphonic acid compounds Expired GB869372A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH869372X 1957-04-29

Publications (1)

Publication Number Publication Date
GB869372A true GB869372A (en) 1961-05-31

Family

ID=4543903

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13375/58A Expired GB869372A (en) 1957-04-29 1958-04-28 Improvements relating to 4-nitrostyryl-2-sulphonic acid compounds

Country Status (1)

Country Link
GB (1) GB869372A (en)

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