• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    The invention relates to heterocyclic compounds, in particular the potassium salt of 6-metsh-3,4-dihydro-1,2, 3-oxathiazin-4-one-2,2-dioxide (OTA), which as having a sweet taste is used in food - thinking. Simplification of the process, increasing its efficiency and safety is achieved using other starting materials. Obtaining OTA lead from acetoacetamide and 4-8. a molar excess of sulfuric anhydride or a complex of sulfuric anhydride with a tertiary amine in an environment of a halogenated aliphatic hydrocarbon (CHjClj,) at (-60) -0 ° C. The OTA is treated by treating the reaction mixture with an KOH alcohol solution. The method provides PTA output up to 90% of fireproof and affordable products. 1 hp f-ly. with (Y) with with 4 4 4 cm
    公开号:SU1342419A3
    申请号:SU853868332
    申请日:1985-03-21
    公开日:1987-09-30
    发明作者:Клаус Карл；Линкис Адольф；Ройшлинг Дитер
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    The invention relates to a process for the preparation of 6-methyl-3, 4-dihydro-1,2,3-oxathiazin-4-one-2,2-dioxide as its potassium salt, which has a sweet taste and is used in the food industry.
    The aim of the invention is to simplify the process and increase its efficiency and safety.
    This goal is achieved by reacting acetoacetamide with sulfuric anhydride or with a complex of sulfuric anhydride with a tertiary amine as the oxide of sulfur with a molar ratio of reagents based on sulfuric anhydride 1: (4-8), respectively, in the medium of halogenated aliphatic hydrocarbon as inert organic solvent.
    Example 1, K8 ml (200 mmol) of liquid SO, in 20 ml of CTCS at -60 ° C, 5.1 g (50 mmol) of acetocetamide in 50 ml are added dropwise. After 2 hours, 50 ml of ethyl acetate and 50 ml of water are added to the solution. The organic phase is separated and the aqueous is extracted twice more with ethyl acetate. The combined organic phases are concentrated after drying over sodium sulfate and dissolved in methanol. When the solution is neutralized with a methanol solution of KOH, the 6-methyl-3, 4-dihydro-1,2,3-oxathiazine-4-one-2,2-dioxide potassium salt precipitates. Yield 3, g (31%).
    Example 2. 15.9 g (100 mmol) of pyridine-30z complex and 5.1 g (50 mmol) of acetoacetamide in 100 ml of CHjCli are stirred for 17 hours at room temperature. Reaction — then for 10 min at to a solution of 12 ml
    measure 11, 8
    P
    1 with the addition of 90 ml. Output
    g (65%).
    R im e 4. To 15.2 ml (110 mmol
    ten
    triethylamine in 50 ml of 1, 2-dichloroethane at -40 ° C was added dropwise a solution of 4 ml (100 mmol) SO, in 20 ml,. The solution is boiled for 4 hours with 5.1 g (50 mmol) of acetoacetamide. After that, it is cooled and at-C0 for 1 h they are added dropwise to a solution of 2.4 ml (60 mmol) of SO, and for 1 h they are dropped to a solution of 2.4 ml (60 mmol) of SO, in 50 ml of One- temporarily after 12, 24, 36, 48 minutes, 2.4 ml (60 mmol) of 80 ml each are added. After 20 minutes, it is treated as in Example 1. The yield is 1 g (10%).
    PRI me R 5. K13,2 ml (110 mmol) of 2,4-collidine in 50 ml with a drop of 4 ml.
    20
    -40 ° C
    (100 mmol) SO, in 20 ml of 012. After the addition of 5.1 g (50 mmol) of acetoacetamide, it is stirred for 17 h
    25 at room temperature. This solution at -30 ° C for I h is added dropwise to a solution of 2.4 ml (60 mmol) SOj in 50 ml. At the same time after 12, 24, 36, 48 minutes add
    30 2.4 ml (60 mmol) 80 ,. After 20 minutes, it was worked up as in Example 1. Yield 9 g (90%).
    Example K8 ml (200 mmol) of liquid SOj in 150 ml for 60 min at -25 ° C solution is added dropwise
    35
    5.1 g (50 mmol) of acetoacetamide and 6.9 ml of triztilamine in 100 ml and further stirred for 90 min at. Axis mixture processing
    -30 C added
    (300 mmol) 80:
    50 ml,
    40 is based on example I. Yield 4.1 g (41%).
    Example. The treatment was carried out analogously to Example 6; however, instead of 8 ml (200 mmol) of liquid 80, using 20 minutes, the solution was treated in the same way as 45 g of 16 g (200 mmol) of solid SO, example 1. The yield was 7.9 g (79%). The output of 3.7 g (37%).
    Example8. To a mixture of 15.5 ml (250 mmol 80z) of 65% oleum in 150 ml at -25 ° C for gg 30 MIN, a solution of 5.1 g (50 mmol) of acetoacetamide in 100 ml is added dropwise.
    Example A solution of 4 ml (100 mmol) 80 v-20 ml is added to a 13.2 ml (PO mmol) of 2,4,6-collidine in 50 ml at -40 ° C. After that, the solution with 9.1 g (90 mmol) of acetoacetamide is stirred for 23 hours at room temperature. Then the solution at -30 ° C for 1 h is added dropwise to 4.4 ml (PO mmol) S03 in 200 ml. At the same time, after 12, 24, 36 and 48 minutes, respectively, 4.4 ml (PO mmol) 80z are added. . After 20 minutes, process as in CH-jClj and further stir for 60 minutes at -25 ° C. The treatment is carried out as in Example 1. You have a gg stroke of 2.3 g (23%). Comparative example.
    35.42 g (250 mmol) are introduced into 250 ml of CH2. C12. At -25 ° C for 60 minutes, added dropwise to the resulting plant.
    measure 11, 8
    P
    权利要求:
    Claims (2)
    [1]
    1. The method of producing 6-methyl-3,4- 1: (4-8), respectively, in the medium of halo-dihydro-1,2,3-oxathiazin-4-one-2,2-di-15 genated aliphatic carbon oxide in the form of its potassium salt in the hydrocarbon as an inert by the interaction of the acetoacetyl compound solvent, nor with the oxide compound of sulfur in er-.
    [2]
    2. The method according to claim 1, about tl and h and the inert organic solvent solution, and the fact that as halo at a temperature from up to com- bined, genetically aliphatic carbonate with allocation of the target product is take methylene chloride.
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    同族专利:
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    AU4021185A|1985-09-26|
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    NO163567B|1990-03-12|
    BR8501307A|1985-11-19|
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    CA1273922A|1990-09-11|
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    CS248735B2|1987-02-12|
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    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    DE2001017C3|1970-01-10|1978-05-18|Hoechst Ag, 6000 Frankfurt|3,4-Dihydro-1,23-oxathiazin-4on-2,2-dioxides, their manufacture and use|
    DE2024694C3|1970-05-21|1979-03-29|Hoechst Ag, 6000 Frankfurt|Process for the preparation of 3,4-dihydro-1,23-oxathiazin-4-ones|
    DE2228423C3|1972-06-10|1982-05-13|Hoechst Ag, 6000 Frankfurt|3,4-Dihydro-1,2,3-oxathiazin-4-ones and process for their preparation|
    DE2264235C3|1972-12-30|1980-09-11|Hoechst Ag, 6000 Frankfurt|Process for the preparation of 6-methyl-3,4-dihydro-1,23-oxa thiazin-4-one-2,2-dioxide|
    DE2327804C3|1973-06-01|1980-08-14|Hoechst Ag, 6000 Frankfurt|Process for the preparation of 3,4-dihydro-1,23-oxathiazin-4-ones|
    DE2434564A1|1974-07-18|1976-01-29|Hoechst Ag|METHOD FOR THE PREPARATION OF 6-METHYL3,4-DIHYDRO-1,2,3-OXATHIAZIN-4-ON-2,2-DIOXIDE AND ITS USE AS A SWEET|
    DE2434549A1|1974-07-18|1976-01-29|Hoechst Ag|PROCESS FOR THE PREPARATION OF THE SWEET SUBSTANCE 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZIN4-ON-2,2-DIOXIDE|
    DE2434562A1|1974-07-18|1976-01-29|Hoechst Ag|PROCESS FOR THE PREPARATION OF THE SWEET 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZIN-4-ON-2,2-DIOXIDE|
    DE3410439A1|1984-03-22|1985-09-26|Hoechst Ag, 6230 Frankfurt|METHOD FOR THE PRODUCTION OF 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS AND THE ACETOACETAMONE-N-SULDE-N-SULES SALTS)|
    DE3429039A1|1984-08-07|1986-02-20|Hoechst Ag, 6230 Frankfurt|METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS|DE3410439A1|1984-03-22|1985-09-26|Hoechst Ag, 6230 Frankfurt|METHOD FOR THE PRODUCTION OF 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS AND THE ACETOACETAMONE-N-SULDE-N-SULESSALTS)|
    DE3429039A1|1984-08-07|1986-02-20|Hoechst Ag, 6230 Frankfurt|METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS|
    DE3527070A1|1985-07-29|1987-01-29|Hoechst Ag|METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE|
    DE3531358A1|1985-09-03|1987-03-12|Hoechst Ag|METHOD FOR PRODUCING THE NON-TOXIC SALTS OF 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDS|
    DE3531359A1|1985-09-03|1987-03-12|Hoechst Ag|METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS CLEANING THEREOF|
    TW223067B|1992-03-17|1994-05-01|Hoechst Ag|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19843410440|DE3410440A1|1984-03-22|1984-03-22|METHOD FOR PRODUCING 6-METHYL-3,4-DIHYDRO-1,2,3-OXATHIAZINE-4-ON-2,2-DIOXIDE AND ITS NON-TOXIC SALTS|
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