GB1437120A - 2-amino-naphthoselenazole - Google Patents

2-amino-naphthoselenazole

Info

Publication number
GB1437120A
GB1437120A GB4877873A GB4877873A GB1437120A GB 1437120 A GB1437120 A GB 1437120A GB 4877873 A GB4877873 A GB 4877873A GB 4877873 A GB4877873 A GB 4877873A GB 1437120 A GB1437120 A GB 1437120A
Authority
GB
United Kingdom
Prior art keywords
compound
formula
methylnaphthoselenazole
temperature
aminonaphthoselenazole
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
GB4877873A
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
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Priority to GB4877873A priority Critical patent/GB1437120A/en
Priority to US05/510,945 priority patent/US3969364A/en
Priority to FR7434428A priority patent/FR2248280B1/fr
Priority to JP49118776A priority patent/JPS5077372A/ja
Priority to IT7453588A priority patent/IT1029624B/en
Priority to DE19742449533 priority patent/DE2449533A1/en
Priority to CA211,741A priority patent/CA1048032A/en
Priority to CH1399774A priority patent/CH598240A5/xx
Priority to BE149659A priority patent/BE821223A/en
Priority to US05/600,483 priority patent/US4009176A/en
Publication of GB1437120A publication Critical patent/GB1437120A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D293/00—Heterocyclic compounds containing rings having nitrogen and selenium or nitrogen and tellurium, with or without oxygen or sulfur atoms, as the ring hetero atoms
    • C07D293/10—Heterocyclic compounds containing rings having nitrogen and selenium or nitrogen and tellurium, with or without oxygen or sulfur atoms, as the ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D293/12—Selenazoles; Hydrogenated selenazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C391/00—Compounds containing selenium

Landscapes

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

Abstract

1437120 2 - Aminonaphthoselenazole; 2- methylnaphthoselenazole CIBA-GEIGY AG 12 Nov 1974 [19 Oct 1973] 48778/73 Heading C2C 2 - Aminonaphthoselenazole having the formula is prepared by halogenating an aqueous acetic acid solution of a 1,2,3,4-tetrahydro-1-oxonaphthalene-3-sulphonate or -sulphonic acid of the formula wherein m is an alkali metal or a hydrogen atom, by treatment with chlorine or bromine at a temperature of from 20‹ to 100‹ C., increasing the pH of the reaction mixture to within the range 5À0 to 9À5 and then reacting the halogenated compound with an aqueous solution of selenourea at a temperature of from 20‹ to 100‹ C. to produce a compound of the formula and then eliminating the sulphonic acid group by base catalysis using, for example, sodium or potassium hydroxide. 2-Methylnaphthoselenazole is suitably obtained by hydrolysing the compound of the invention, e.g. by means of potassium hydrooxide, in the presence of a reducing agent, e.g. an alkali metal or ammonium brorohydride, at a temperature greater than 130‹ C. in a highboiling solvent, e.g. ethane-1,2-diol, and acetylating the resultant hydrolysis product in situ with acetic anhydride in the presence of acetic acid to give a compound of the formula and then ring closing this compound, e.g. by refluxing with acetic anhydride, to produce 2- methylnaphthoselenazole.
GB4877873A 1973-10-19 1973-10-19 2-amino-naphthoselenazole Expired GB1437120A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
GB4877873A GB1437120A (en) 1973-10-19 1973-10-19 2-amino-naphthoselenazole
US05/510,945 US3969364A (en) 1973-10-19 1974-09-30 Aminonaphthoselenazole
FR7434428A FR2248280B1 (en) 1973-10-19 1974-10-14
JP49118776A JPS5077372A (en) 1973-10-19 1974-10-17
IT7453588A IT1029624B (en) 1973-10-19 1974-10-17 AMINOMAFTOSELENAZOLE AND PROCEDURE FOR PREPARING IT
DE19742449533 DE2449533A1 (en) 1973-10-19 1974-10-17 AMINONAPHTHOSELENAZOLE, METHOD FOR THE PREPARATION THEREOF AND ITS USE
CA211,741A CA1048032A (en) 1973-10-19 1974-10-18 Aminonaphthoselenazole
CH1399774A CH598240A5 (en) 1973-10-19 1974-10-18
BE149659A BE821223A (en) 1973-10-19 1974-10-18 AMINONAPHTOSELENAZOLES
US05/600,483 US4009176A (en) 1973-10-19 1975-07-30 Conversion of 2-aminonaphtho[1,2 d] selenazole to 2-methylnaphtho[1,2 d] selenazole

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4877873A GB1437120A (en) 1973-10-19 1973-10-19 2-amino-naphthoselenazole

Publications (1)

Publication Number Publication Date
GB1437120A true GB1437120A (en) 1976-05-26

Family

ID=10449876

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4877873A Expired GB1437120A (en) 1973-10-19 1973-10-19 2-amino-naphthoselenazole

Country Status (2)

Country Link
BE (1) BE821223A (en)
GB (1) GB1437120A (en)

Also Published As

Publication number Publication date
BE821223A (en) 1975-04-18

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee