GB326226A - Process for the manufacture of aromatic amino sulphochlorides substituted in the amino group - Google Patents

Process for the manufacture of aromatic amino sulphochlorides substituted in the amino group

Info

Publication number
GB326226A
GB326226A GB3535628A GB3535628A GB326226A GB 326226 A GB326226 A GB 326226A GB 3535628 A GB3535628 A GB 3535628A GB 3535628 A GB3535628 A GB 3535628A GB 326226 A GB326226 A GB 326226A
Authority
GB
United Kingdom
Prior art keywords
acid
sulphonic acid
carbonyl
sulphonic
disulphonic
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
GB3535628A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB3535628A priority Critical patent/GB326226A/en
Publication of GB326226A publication Critical patent/GB326226A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/78—Halides of sulfonic acids
    • C07C309/86—Halides of sulfonic acids having halosulfonyl groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton

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

Abstract

326,226. Carpmael, A., (I. G. Farbenindustrie Akt.-Ges.). Nov. 30, 1928. Aromatic aminosulphochlorides are manufactured by causing chlorsulphonic acid to act on an aromatic aminosulphonic acid substituted in the amino-group, or a nuclear substitution product thereof. According to the working conditions and the constitution of the aromatic aminosulphonic acid employed, either the corresponding aminosulphochloride is obtained or further sulphochloride residues are introduced into the molecule. The new compounds may be employed as intermediate products in the manufacture of dyestuffs, as therapeutic agents, as insecticides and in facilitating dyeing. The following compounds are specified :- from 2-acetylamino-5-naphthol-7-sulphonic acid, the 2 - acetylamino-5-naphthol-7- sulphochloride; from 2-acetylamino-8-naphthol-6- sulphonic acid the 2-acetylamino-8-naphthol-6- sulphochloride; from 1-acetylnaphthylamin-4-sulphonic acid the 1-acetylnaphthylamine-4-sulphochloride; from 1-acetylamino-8-naphthol-3 : 6-disulphonic acid the 1-acetylamino-8-naphthol-3 : 6 disulphochloride; from 1-acetylamino-8-naphthol- 4 : 6 - disulphonic acid the 1 - acetylamino-8- naphthol-4:6-disulphochloride; from 1-benzoylnaphthylamine-6-sulphonic acid the 1-benzoylnaphthylamine-6-sulphochloride; from carbonyl- 2 : 1-aminophenol-4-sulphonic acid the carbonyl- 2. 1-aminophenol - 4-sulphochloride; from carbonyl-2 : 1-aminophenol-4 : 6-disulphonic acid the carbonyl-2 : 1-aminophenol-4: 6-disulphochloride; from carbonyl - 1 : 2 aminonaphthol-4-sulphonic acid a carbonyl 1 - : 2-aminonaphtholdisulphochloride; from carbonyl-1 : 8-aminonaphthol-3 : 6- disulphonic acid the carbonyl-1 : 8-aminonaphthol- 3 : 6-disulphochloride; from 2-methyl benzoxazole- 5-sulphonic the corresponding monosulphochloride; from 2-hydroxy perimidine-5 :8-disulphonic acid the corresponding disulphochloride ; from 2-methylperimidine-6-sulphonic acid a disulphochloride; from diphenylurea-4 : 41-disulphonic acid the diphenylurea-4 : 4'disulphochloride; from 2-methylamino-1-methylbenzene-4-sulphonic acid the 2. methylamino - 1 - methylbenzene-4-sulphochloride; from dimethylaniline-3-sulphonic acid the dimethylaniline-3-sulphochloride; from 2-dimethylnaphthylamine-5-sulphonic acid two isomeric monosulphochlorides; from the diazoxydacid derived from 1-amino-2-naphthol-4-sulphonic acid, a diazoxydsulphochloride. Sulphonic acids. - 1-Benzoylnaphthylamine-6- sulphonic acid is obtained by the action of benzoylchloride on 1-naphthylamine-6-sulphonic acid. Carbonyl - 2 : 1-aminophenol-4 : 6-disulphonic acid is prepared by the action of phosgene on an alkaline solution of 2 : 1-aminophenol-4 : 6-disulphonic acid. In a. similar manner are obtained :-Carbonyl-1 : 2-aminonaphthol-4-sulphonic acid from 1 : 2-aminonaphthol-4-sulphonic acid, carbonyl-1 : 8-aminonaphthol-3 : 6-disulphonic acid from 1 : 8- aminonaphthol-3 : 6-disulphonic acid, 2-hydroxyperimidine-5 : 8-disulphonic acid from 1 : 8-naphthylenediamine-3 : 6-disulphonic acid, and diphenylurea-4 : 4<1>-disulphonic acid from aniline-4- sulphonic acid. 2-Methyl-benzoxazole-5-sulphonic acid is obtained by the action of acetic anhydride on 2 : 1-aminophenol-4-sodium sulphona.te, and in an analagous manner. 2 -methylperimidine-6-sulphonic acid from 1 : 8-naphthylenediamine-4-sulphonic acid. 2-Dimethylnaphthylamine - 5 - sulphonic acid is obtained by methylating 2-naphthylamine-5-sulphonic acid.
GB3535628A 1928-11-30 1928-11-30 Process for the manufacture of aromatic amino sulphochlorides substituted in the amino group Expired GB326226A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3535628A GB326226A (en) 1928-11-30 1928-11-30 Process for the manufacture of aromatic amino sulphochlorides substituted in the amino group

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3535628A GB326226A (en) 1928-11-30 1928-11-30 Process for the manufacture of aromatic amino sulphochlorides substituted in the amino group

Publications (1)

Publication Number Publication Date
GB326226A true GB326226A (en) 1930-02-28

Family

ID=10376819

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3535628A Expired GB326226A (en) 1928-11-30 1928-11-30 Process for the manufacture of aromatic amino sulphochlorides substituted in the amino group

Country Status (1)

Country Link
GB (1) GB326226A (en)

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