FR2398723A1 - PROCESS FOR PREPARING 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID - Google Patents

PROCESS FOR PREPARING 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID

Info

Publication number
FR2398723A1
FR2398723A1 FR7822221A FR7822221A FR2398723A1 FR 2398723 A1 FR2398723 A1 FR 2398723A1 FR 7822221 A FR7822221 A FR 7822221A FR 7822221 A FR7822221 A FR 7822221A FR 2398723 A1 FR2398723 A1 FR 2398723A1
Authority
FR
France
Prior art keywords
acid
amino
tobias
aqueous
mixture
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.)
Pending
Application number
FR7822221A
Other languages
French (fr)
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of FR2398723A1 publication Critical patent/FR2398723A1/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/42—Separation; Purification; Stabilisation; Use of additives
    • C07C303/44—Separation; Purification

Landscapes

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

Abstract

Ce procédé est du type dans lequel on fait réagir en I une solution de 2-hydroxy-naphtalène BN dans un solvant organique avec de l'acide chlorosulfonique (C1SO3 H), alcalinise le mélange résultant en II, recueille de ce mélange alcalinisé une phase aqueuse contenant un sel alcalin d'acide 2-hydroxy-1naphtalènesulfonique AA qui est aminé en VI pour donner un mélange aqueux de sels alcalin et d'ammoniac d'acide de Tobias, lequel est extrait en IX au moyen d'un solvant organique non miscible à l'eau, cependant que la phase aqueuse est acidifiée en X. Selon l'invention, la réaction en I est effectuée à 0-50 degrés C avec un rapport molaire C1SO3 H/BN de 0,85 à 1,15 avec un temps de séjour de 1 à 120 minutes; de plus, l'acidification en X est effectuée à 20-80 degrés C jusqu'à pH de 1,8 à 2,5. On obtient ainsi un acide de Tobias contenant une très faible teneur en 2-amino-naphtalène, produit carcinogène.This process is of the type in which a solution of 2-hydroxy-naphthalene BN in an organic solvent is reacted in I with chlorosulfonic acid (C1SO3 H), the resulting mixture is made alkaline in II, and a phase is collected from this alkalized mixture. aqueous containing an alkali salt of 2-hydroxy-1naphthalenesulfonic acid AA which is aminated in VI to give an aqueous mixture of alkali and ammonia salts of Tobias acid, which is extracted in IX with an organic solvent not miscible with water, while the aqueous phase is acidified at X. According to the invention, the reaction at I is carried out at 0-50 degrees C with a C1SO3 H / BN molar ratio of 0.85 to 1.15 with a residence time of 1 to 120 minutes; in addition, the X-acidification is carried out at 20-80 degrees C to pH 1.8-2.5. This gives a Tobias acid containing a very low content of 2-amino-naphthalene, a carcinogenic product.

FR7822221A 1977-07-29 1978-07-27 PROCESS FOR PREPARING 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID Pending FR2398723A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US82005577A 1977-07-29 1977-07-29

Publications (1)

Publication Number Publication Date
FR2398723A1 true FR2398723A1 (en) 1979-02-23

Family

ID=25229769

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7822221A Pending FR2398723A1 (en) 1977-07-29 1978-07-27 PROCESS FOR PREPARING 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID

Country Status (4)

Country Link
JP (1) JPS5427551A (en)
DE (1) DE2831965A1 (en)
FR (1) FR2398723A1 (en)
GB (1) GB2001637B (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2398722A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS FOR THE PREPARATION OF AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398727A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING TOBIAS ACID OR 2-AMINO-1-NAPHTALENESULPHONIC ACID
FR2398724A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID
FR2398721A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398726A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co 2-AMINO-1-NAPHTHALENESULPHONIC ACID PREPARATION PROCESS
FR2398725A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0031299B1 (en) * 1979-12-20 1985-02-13 Ciba-Geigy Ag Process for the preparation of 2-amino-1-naphthalene sulfonic acid
JPS5812518A (en) * 1981-07-15 1983-01-24 株式会社フジクラ Vertical anchor for flame resistant cable
EP0218005B1 (en) * 1985-10-09 1988-11-23 Hoechst Aktiengesellschaft Single pot process for the production of 2-acetamidonaphthalene-6-sulphonic acid with a high purity
JP2010007920A (en) * 2008-06-25 2010-01-14 Rong Fung Huang Contamination discharge device and twin air curtain type smoke exhaust device using the same
CN105017094B (en) * 2015-07-07 2016-08-31 温州泓呈祥科技有限公司 A kind of method preparing 2-amino-1-naphthalene sulfonic aicd

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2058911A (en) * 1931-12-08 1936-10-27 Nat Aniline & Chem Co Inc Process for the purification of naphthylamine sulphonic acid
FR1182010A (en) * 1956-09-05 1959-06-22 Gen Aniline & Film Corp Process for preparing beta-naphthol-sulfonic acid
DE2330716A1 (en) * 1973-01-12 1974-08-01 Bitterfeld Chemie Equipment for continuous liquid phase reactions - separate compartments in horizontal reactor with axial stirrer shaft carrying required agitators
DE2610545A1 (en) * 1975-03-14 1976-09-30 American Cyanamid Co METHOD FOR MANUFACTURING TOBIAS ACID
FR2398727A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING TOBIAS ACID OR 2-AMINO-1-NAPHTALENESULPHONIC ACID
FR2398722A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS FOR THE PREPARATION OF AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398721A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398724A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID
FR2398725A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID
FR2398726A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co 2-AMINO-1-NAPHTHALENESULPHONIC ACID PREPARATION PROCESS

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2058911A (en) * 1931-12-08 1936-10-27 Nat Aniline & Chem Co Inc Process for the purification of naphthylamine sulphonic acid
FR1182010A (en) * 1956-09-05 1959-06-22 Gen Aniline & Film Corp Process for preparing beta-naphthol-sulfonic acid
DE2330716A1 (en) * 1973-01-12 1974-08-01 Bitterfeld Chemie Equipment for continuous liquid phase reactions - separate compartments in horizontal reactor with axial stirrer shaft carrying required agitators
DE2610545A1 (en) * 1975-03-14 1976-09-30 American Cyanamid Co METHOD FOR MANUFACTURING TOBIAS ACID
FR2398727A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING TOBIAS ACID OR 2-AMINO-1-NAPHTALENESULPHONIC ACID
FR2398722A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS FOR THE PREPARATION OF AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398721A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398724A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID
FR2398725A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID
FR2398726A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co 2-AMINO-1-NAPHTHALENESULPHONIC ACID PREPARATION PROCESS

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2398722A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS FOR THE PREPARATION OF AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398727A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING TOBIAS ACID OR 2-AMINO-1-NAPHTALENESULPHONIC ACID
FR2398724A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID OR TOBIAS ACID
FR2398721A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co PROCESS FOR PREPARING AQUEOUS SOLUTIONS OF ALKALINE SALTS OF 2-HYDROXY-1-NAPHTALENESULPHONIC ACID
FR2398726A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co 2-AMINO-1-NAPHTHALENESULPHONIC ACID PREPARATION PROCESS
FR2398725A1 (en) * 1977-07-29 1979-02-23 American Cyanamid Co IMPROVEMENTS IN THE PREPARATION OF 2-AMINO-1-NAPHTALENESULPHONIC ACID

Also Published As

Publication number Publication date
JPS5427551A (en) 1979-03-01
GB2001637B (en) 1982-02-03
GB2001637A (en) 1979-02-07
DE2831965A1 (en) 1979-02-08

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