KR850004576A - 니트로 디 아릴아민의 제조방법 - Google Patents

니트로 디 아릴아민의 제조방법 Download PDF

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KR850004576A
KR850004576A KR1019840007544A KR840007544A KR850004576A KR 850004576 A KR850004576 A KR 850004576A KR 1019840007544 A KR1019840007544 A KR 1019840007544A KR 840007544 A KR840007544 A KR 840007544A KR 850004576 A KR850004576 A KR 850004576A
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reaction zone
alkoxide
potassium
sodium
temperature
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KR1019840007544A
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KR870001140B1 (ko
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윌리엄 마엔더(외 1) 오토
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아놀드 하베이콜
몬산토 캄파니
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/60—Preparation of compounds containing amino groups bound to a carbon skeleton by condensation or addition reactions, e.g. Mannich reaction, addition of ammonia or amines to alkenes or to alkynes or addition of compounds containing an active hydrogen atom to Schiff's bases, quinone imines, or aziranes
    • 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
    • C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
    • C07C209/10—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/52—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups

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

Abstract

내용 없음

Description

니트로 디 아릴아민의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (19)

  1. 방향족 1차아민의 포르밀유도체와 니트로할로아렌을 응축온도에서 화합하여 니트로디아릴아민을 형성하고, 여기에 소듐, 포타슘, 루비듐 또는 세슘알콕사이드를 혼합하는 공정으로 구성된 니트로디아릴아민의 제조방법.
  2. 제1항에 있어서, 알콕사이드는 알킬 또는 시클로알킬 알코올에 용해시킨 용액에 포함된것 이라는 것.
  3. 제1항에 있어서, 알콕사이드는 연속적으로 첨가한다는 것.
  4. 제1항에 있어서, 알콕사이드는 간헐적으로 첨가한다는 것.
  5. 제1항에 있어서, 알콕사이드는 소듐알콕사이드, 포타슘알콕사이드 또는 이들의 결합물질이라 는것.
  6. 모노할로니트로벤젠을 반응역내에서 적어도 동일몰의 포름아닐리드와 화합시켜, 반응역내의 내용물을 교반하에 100℃ 내지 230℃의 온도로 유지하고 반응역내에 R'OH로 표현되는 알코올로 용해시켜 구조식 ROM으로 표현되는 화합물이 포함되어있는 용액을 첨가하는 것으로 구성된 니트로디아릴아민의 제조방법(여기에서 M은 소듐, 포타슘, 루비듐 또는 세슘이고, R과 R'는 같거나, 다른 탄소수 1내지 12인 알킬기 또는 탄소수 4내지 12일 시클로알킬기이다).
  7. 제6항의 방법에 있어서, 반응역의 내용물의 130℃내지 180℃의 온도에서 유지시킨다는 것.
  8. 제6항의 방법에 있어서 R과 R'는 같다는 것.
  9. 제8항의 방법에 있어서 R과 R'는 모두 Sec-알킬 또는 tert-알킬이라는 것.
  10. 제6항의 방법에 있어서 M은 소듐이나 포타슘 또는 이들의 혼합물이라는 것.
  11. 제6항의 방법에 있어서 M은 소듐이고 미량의 포타슘염이 존재한다는 것.
  12. 반응역내에서 p-니트로클로로벤젠을 응축온도에서 과잉몰의 니트로클로로벤젠과 화합시켜 4-니트로디 페닐아민을 형성하고, 반응역내로 구조식 R'OH로 표현되는 알코올로 용해시킨 구조식 ROM으로 표현되는 화합물의 용액을 점차적으로 가하는 공정으로 구성되는 4-니트로디페닐아민의 제조방법(여기에서 R과 R'는 탄소수 4내지 8인 동일한 알킬기이고 M은 소듐, 포타슘, 루비듐 또는 세슘이다).
  13. 제12항의 방법에 있어서 M은 포타슘이라는 것.
  14. 제12항의 방법에 있어서 R과 R'는 4-메틸-2-펜틸이라는 것.
  15. 제12항의 방법에 있어서 R과 R'는 tert 부틸이라는 것.
  16. 제12항의 방법에 있어서 반응역의 내용물은 130℃내지 180℃의 온도로 유지시킨다는 것.
  17. 제12항의 방법에 있어서 용액은 반응역의 온도를 100℃내지 230℃로 유지하기 위한 속도로 가한다는 것.
  18. 제12항의 방법에 있어서, 포름아닐리드는 반응역내로 p-니트로클로로벤젠의 몰당 약 1.67의 몰비로 가한다는 것.
  19. 제12항의 방법에 있어서, 구조식 R'OH의 희석제는 반응역내에서 포름아닐리드와 p-니트로클로로벤젠과 화합된다는 것.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840007544A 1983-12-19 1984-11-30 니트로 디아릴아민의 제조방법 KR870001140B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/562,767 US4614817A (en) 1983-12-19 1983-12-19 Making nitrodiarylamines
US562767 1983-12-19

Publications (2)

Publication Number Publication Date
KR850004576A true KR850004576A (ko) 1985-07-25
KR870001140B1 KR870001140B1 (ko) 1987-06-11

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Country Status (10)

Country Link
US (1) US4614817A (ko)
EP (1) EP0147379B1 (ko)
JP (1) JPS60132932A (ko)
KR (1) KR870001140B1 (ko)
AU (1) AU564671B2 (ko)
BR (1) BR8406105A (ko)
CA (1) CA1225100A (ko)
DE (1) DE3464485D1 (ko)
IN (1) IN163601B (ko)
SU (1) SU1299499A3 (ko)

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DE3501698A1 (de) * 1985-01-19 1986-07-24 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von 4-nitrodiphenylaminen
US5117063A (en) * 1991-06-21 1992-05-26 Monsanto Company Method of preparing 4-aminodiphenylamine
EP0566783A1 (en) * 1992-04-21 1993-10-27 Akzo N.V. Process for the production of nitrodiarylamines
US5331099A (en) * 1992-05-22 1994-07-19 Monsanto Company Process for preparing p-nitroaromatic amides and products thereof
US5552531A (en) * 1992-05-22 1996-09-03 Monsanto Company Process for preparing substituted aromatic azo compounds
US5252737A (en) * 1992-05-22 1993-10-12 Monsanto Company Process for preparing N-aliphatic substituted p-phenylenediamines
US5233010A (en) * 1992-10-15 1993-08-03 Monsanto Company Process for preparing isocyanate and carbamate ester products
US5451702A (en) * 1993-04-26 1995-09-19 Monsanto Company Process for preparing substituted aromatic amines
US5380946A (en) * 1993-07-30 1995-01-10 Monsanto Company Process for preparing p-nitroaromatic amides and products thereof
US5382691A (en) * 1993-11-05 1995-01-17 Monsanto Company Process for preparing substituted aromatic amines
US5840982A (en) * 1998-06-04 1998-11-24 Uniroyal Chemical Company, Inc. Process for preparing para-phenylenediamine derivatives
US6495723B1 (en) 2000-06-21 2002-12-17 Flexsys America Zeolite support loaded with a base material for use in the coupling of aniline and nitrobenzene
US8486223B2 (en) 2003-07-04 2013-07-16 Jiangsu Sinorgchem Technology Co., Ltd. Falling film evaporator
US8686188B2 (en) 2003-07-04 2014-04-01 Jiangsu Sinorgchem Technology Co., Ltd. Process for preparing 4-aminodiphenylamine
JP4500302B2 (ja) 2003-07-04 2010-07-14 チアンス・シノケム・テクノロジー・カンパニー・リミテッド ４−アミノジフェニルアミンの製造方法
CN102259029B (zh) 2010-05-24 2014-12-10 江苏圣奥化学科技有限公司 固体碱催化剂
IN2014KN01593A (ko) 2012-03-07 2015-10-23 Nocil Ltd
CN113563276B (zh) * 2021-07-23 2024-04-09 山东阳谷华泰化工股份有限公司 防老剂tapdt及其中间体的制备方法
CN116060102A (zh) * 2021-10-31 2023-05-05 中国石油化工股份有限公司 一种苯胺合成二苯胺的催化剂级配方法
US20240124683A1 (en) 2022-09-28 2024-04-18 The Goodyear Tire & Rubber Company Rubber - forming additives from biomass through syngas production
US20240117149A1 (en) 2022-09-28 2024-04-11 The Goodyear Tire & Rubber Company Rubber - forming additives from end of life tires through syngas production

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL111849C (ko) * 1958-12-22
FR1208123A (fr) * 1959-02-17 1960-02-22 Bayer Ag Procédé de préparation de 4-nitro-diarylamines
NL130294C (ko) * 1964-05-22
US4187248A (en) * 1977-11-23 1980-02-05 Monsanto Company Making a nitrodiarylamine by reacting an alkali metal salt of a formamide with a nitrohaloarene
US4209463A (en) * 1977-12-27 1980-06-24 Monsanto Company Promoting the formation of nitrodiarylamines from nitrohaloarenes, activated aryl amines and sodium carbonates
US4187249A (en) * 1977-12-27 1980-02-05 Monsanto Company Promoting the reaction of sodium salts of formyl derivatives of aromatic amines to form nitrodiarylamines
US4140716A (en) * 1978-01-05 1979-02-20 Monsanto Company Process for making an amide of formic acid and forming nitrodiarylamine therefrom
US4196146A (en) * 1978-03-13 1980-04-01 Monsanto Company Making nitrodiarylamines from formyl derivatives of aromatic amines and nitrohaloarenes by admixing with certain aqueous salt solutions
US4228103A (en) * 1978-03-13 1980-10-14 Monsanto Company Effecting condensation of nitrohaloarene and formyl derivative of a primary aromatic amine with alkali metal hydroxide

Also Published As

Publication number Publication date
EP0147379A1 (en) 1985-07-03
CA1225100A (en) 1987-08-04
US4614817A (en) 1986-09-30
AU3607484A (en) 1985-06-27
AU564671B2 (en) 1987-08-20
DE3464485D1 (de) 1987-08-06
SU1299499A3 (ru) 1987-03-23
BR8406105A (pt) 1985-09-24
KR870001140B1 (ko) 1987-06-11
JPH0455418B2 (ko) 1992-09-03
IN163601B (ko) 1988-10-15
EP0147379B1 (en) 1987-07-01
JPS60132932A (ja) 1985-07-16

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