KR970065516A - 3급 아민 화합물의 제조법 - Google Patents

3급 아민 화합물의 제조법 Download PDF

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KR970065516A
KR970065516A KR1019970007124A KR19970007124A KR970065516A KR 970065516 A KR970065516 A KR 970065516A KR 1019970007124 A KR1019970007124 A KR 1019970007124A KR 19970007124 A KR19970007124 A KR 19970007124A KR 970065516 A KR970065516 A KR 970065516A
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amine compound
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아끼라 구루수
유우지 시마사끼
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아이다 겐지
가부시끼가이샤 닛뽕 쇼꾸바이
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/267—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B43/00—Formation or introduction of functional groups containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
    • C07C209/16—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/08—Preparation of carboxylic acid amides from amides by reaction at nitrogen atoms of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/36—Oxygen or sulfur atoms
    • C07D207/40—2,5-Pyrrolidine-diones
    • C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
    • C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
    • C07D207/448—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

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

Abstract

혼합 화합물 및 알콜을 기체 상에서 분자간 탈수 반응을 일으킴으로써 임의의 부가적 원재료 또는 임의의 용매를 사용하지 않고 한 단계에서 3급 아민 화합물을 수득하기 위한 방법이 제공된다. 본 발명은 촉매로서 알칼리 금속 원소 및/또는 알칼리 토금속 원소 및 규소 함유의 산화물을 사용한다.

Description

3급 아민 화합물의 제조법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (6)

  1. 하기 화학식 (1)로 나타내는 2급 아민 화합물을 하기 화학식(2)로 나타내는 알콜과 알칼리 금속 원소 및/또는 알칼리 토금속 원소 및 규소 함유의 산화물 촉매 존재하에 기체 상에서 분자 간 탈수 반응을 시킴을 포함하는 하기 화학식(3)으로 나타내는 3급 아민 화합물의 제조법:
    〔상기 식 중에서, Z1및 Z2은 각기 독립적으로 유기 잔기이고, 서로 결합하여 환을 형성할 수 있고, R은 수소 원자 또는 치환체(들)을 가질 수 있는 1 내지 6의 탄소수를 갖는 탄화수소기이다.〕.
  2. 제1항에 있어서, 2급 아민 화합물이 하기 화학식 (4)로 나타내는 화합물이고, 3급 아민 화합물기가 하기 화학식 (5)로 나타내는 화합물인 제조법:
    〔상기 식 중에서, ℓ및 m은 동시에 0이 아닌 조건하에서 각기 독립적으로 0 또는 1이고, R1및 R2은 ℓ이 0일때 R1이 수소 원자가 아니고, m이 0일때 R2이 수소 원자가 아닌 조건하에서, 각기 독립적으로 수소 원자 또는 치환체 (들)을 가질 수 있는 1 내지 6의 탄소수를 갖는 탄화수소기이며, R은 화학식(2)에 주어진 바와 동일한 정의를 가진다〕.
  3. 제1항에 있어서, 2급 아민 화합물이 하기 화학식(6)으로 나타내는 화합물이고, 3급 아민 화합물이 하기 화학식(7)로 나타내는 화합물인 제조법:
    〔상기 식 중에서, p 및 q는 각기 독립적으로 0 또는 1이고, R3및 R4은 R3및 R4간의 결합이 N, O 및 S로부터 선택된 헤테로 원자를 함유할 수 있고, 불포화 결합을 함유할 수 있으며, 방향족 고리로 축합될 수 있는 조건하에서, 각기 독립적으로 치환체(들)을 가질 수 있는 1 내지 6의 탄소수를 가는 탄화수소기이며, 서로 결합하여 N과 함께 5원 내지 7원의 환을 형성할 수 있고, R은 화학식(2)에서와 동일한 의미를 가진다〕.
  4. 제1항에 있어서, 촉매가 하기 화학식(8)로 나타내는 산화물인 제조법:
    MaSibXcOd(8)
    〔상기 식 중에서, M은 알칼리 금속 원소 및 토금속 원소에서 선택된 하나 이상의 원소이고; Si는 규소이며; X는 B, A1 및 P로 이루어진 군에서 선택된 하나 이상의 원소이고; 0는 산소이며; a=1일때, b는 1-500이고, c가 0-1이며, d는 a,b 및 c값과 각 구성 원소의 결합 상태에 의해 결정되는 조건 하에서, a, b, c 및 d는 각기 M, Si, X 및 0의 원자 번호이다〕.
  5. 하기 화학식 (1)로 나타내는 2급 아민 화합물을 하기 화학식(2)로 나타내는 알콜과 알칼리 금속 원소 및/또는 알칼리 토금속 원소 및 규소 함유의 산화물 촉매 존재 하에 기체 상에서 분자 간 탈수 반응을 시킴으로써 하기 화학식(3)을 수득하기 위해 사용되는 촉매:
    〔상기 식 중에서, Z1및 Z2은 각기 독립적으로 유기 잔기이고, 서로 결합하여 환을 형성할 수 있고, R은 수소 원자 또는 치환체(들)을 가질 수 있는 1 내지 6의 탄소수를 갖는 탄화수소기이다〕.
  6. 제5항에 있어서, 하기 화학식(8)로 나타내는 산화물인 촉매:
    MaSibXcOd(8)
    〔상기 식 중에서, M은 알칼리 금속 원소 및 알칼리 토금속 원소에서 선택된 하나 이상의 원소이고; Si는 규소이며; X는 B, A1 및 P로 이루어진 군에서 선택된 하나 이상의 원소이고; 0는 산소이며; a=1일때, b는 1-500이고, c가 0-1이며, d는 a,b 및 c값과 각 구성 원소의 결합 상태에 의해 결정되는 조건 하에서, a, b, c 및 d는 각기 M, Si, X 및 0의 원자 번호이다〕.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019970007124A 1996-03-05 1997-03-04 3급아민화합물의제조법 KR100289682B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP8047073A JPH09241220A (ja) 1996-03-05 1996-03-05 ３級アミン化合物の製造法
JP96-47,073 1996-03-05

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KR970065516A true KR970065516A (ko) 1997-10-13
KR100289682B1 KR100289682B1 (ko) 2001-07-12

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US (1) US5847213A (ko)
EP (1) EP0794176B1 (ko)
JP (1) JPH09241220A (ko)
KR (1) KR100289682B1 (ko)
DE (1) DE69701104T2 (ko)

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AUPO802797A0 (en) * 1997-07-15 1997-08-07 Silverbrook Research Pty Ltd Image processing method and apparatus (ART54)
KR100533484B1 (ko) 2000-01-28 2005-12-05 가부시키가이샤 닛폰 쇼쿠바이 기체상 탈수 반응 방법
US6603021B2 (en) 2001-06-18 2003-08-05 Battelle Memorial Institute Methods of making pyrrolidones
US7199250B2 (en) 2002-12-20 2007-04-03 Battelle Memorial Institute Process for producing cyclic compounds
CN112300016B (zh) * 2020-11-05 2022-11-25 广州市荔盛化学品有限公司 烷基甜菜碱及其制备方法

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JPS5116657A (en) * 1974-08-01 1976-02-10 Asahi Chemical Ind Nn arukirurakutamuno seizoho
WO1993017787A1 (en) * 1992-03-06 1993-09-16 Isp Investments Inc. Catalyst and method for production of alkyl pyrrolidones
JPH05279330A (ja) * 1992-04-02 1993-10-26 Nissan Chem Ind Ltd アルキル環状アミド誘導体の製造法
US5625076A (en) * 1994-09-19 1997-04-29 Nippon Shokubai Co., Ltd. Catalyst for production of tertiary N-alkenyl carboxylic acid amide, and process for production of tertiary N-alkenyl carboxylic acid amide using said catalyst

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JPH09241220A (ja) 1997-09-16
DE69701104D1 (de) 2000-02-17
EP0794176A1 (en) 1997-09-10
KR100289682B1 (ko) 2001-07-12
EP0794176B1 (en) 2000-01-12
DE69701104T2 (de) 2000-09-28
US5847213A (en) 1998-12-08

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