KR910015531A - 아미드의 제조방법 - Google Patents
아미드의 제조방법 Download PDFInfo
- Publication number
- KR910015531A KR910015531A KR1019910001901A KR910001901A KR910015531A KR 910015531 A KR910015531 A KR 910015531A KR 1019910001901 A KR1019910001901 A KR 1019910001901A KR 910001901 A KR910001901 A KR 910001901A KR 910015531 A KR910015531 A KR 910015531A
- Authority
- KR
- South Korea
- Prior art keywords
- phosphine
- compound
- range
- atom
- unsaturated compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 10
- 150000001408 amides Chemical class 0.000 title claims 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 5
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 3
- 229910052751 metal Inorganic materials 0.000 claims 3
- 239000002184 metal Substances 0.000 claims 3
- 229910017464 nitrogen compound Inorganic materials 0.000 claims 3
- 150000002830 nitrogen compounds Chemical class 0.000 claims 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 150000001336 alkenes Chemical class 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- NALBLJLOBICXRH-UHFFFAOYSA-N dinitrogen monohydride Chemical group N=[N] NALBLJLOBICXRH-UHFFFAOYSA-N 0.000 claims 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical class C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 150000001345 alkine derivatives Chemical class 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- 150000004982 aromatic amines Chemical class 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 150000001925 cycloalkenes Chemical class 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 150000002941 palladium compounds Chemical class 0.000 claims 1
- 150000003141 primary amines Chemical class 0.000 claims 1
- ANIDRZQDJXBHHM-UHFFFAOYSA-N pyridin-2-ylphosphane Chemical group PC1=CC=CC=N1 ANIDRZQDJXBHHM-UHFFFAOYSA-N 0.000 claims 1
- OCZJGIYQZOAWHH-UHFFFAOYSA-N pyrimidin-2-ylphosphane Chemical compound PC1=NC=CC=N1 OCZJGIYQZOAWHH-UHFFFAOYSA-N 0.000 claims 1
- 150000003335 secondary amines Chemical class 0.000 claims 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound 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
- C07C231/10—Preparation of carboxylic acid amides from compounds not provided for in groups C07C231/02 - C07C231/08
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/60—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members
- C07C2603/62—Ring systems containing bridged rings containing three rings containing at least one ring with less than six members containing three- or four-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrrole Compounds (AREA)
- Catalysts (AREA)
- Pyridine Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- a) VIII족 금속원, b) 이미노 질소원자를 함유하는 방향족 치환체를 갖는 포스핀, 및 c) 양성자산으로 구성된 촉매계의 존재하에, 일산화탄소 및 암모니아 및 일차 또는 이차 아민 또는 아미드로 부터 선택된 질소화합물과 아세틸렌형 또는 올레핀형불포화 화합물을 반응시키는 것으로 구성되는 아미드의 제조방법.
- 제1항에 있어서, VIII족 금속원이 팔라듐 화합물인 방법.
- 제1항 또는 제2항에 있어서, 이미노 질소원자가 단일 브릿징 탄소원자를 통해 인원자와 연결되는 방법.
- 제3항에 있어서, 포스핀이 2-피리딜 포스핀 또는 2-피리미디닐 포스핀인 방법.
- 제1항 내지 제4항중 어느 한항에 있어서, 양성자산이 황산, 설폰산, 포스폰산, 카르복실산, 피할산 또는 설폰화 이온 교환수지인 방법.
- 제1항 내지 제5항중 어느 한항에 있어서, VIII족 금속의 그램 원자당 포스핀의 몰수비가 2내지 500의 범위에 있고, 양성자산의 몰당 포스핀의 몰수비가 0.5내지 25의 범위에 있는 방법.
- 제1항 내지 제6항중 어느 한항에 있어서, 온도가 20내지 130°의 범위에 있고, 압력이 1내지 70바아의 범위에 있는 방법.
- 제1항 내지 재7항중 어느 한항에 있어서, 아세틸렌형 또는 올레핀형 불포화 화합물이 2내지 10개 탄소원자를 갖는 치환 비치환 알켄, 시클로알켄 또는 알킨인 방법.
- 제1항 내지 제8항중 어느 한항에 있어서, 질소화합물이 하기 일반식(III)인의 화합물인 방법.HNR5R6(III)(상기식에서, 각 R5및 R6은 독립적으로 수소원자, 또는 임의로 치환된 알킬, 시클로알킬, 아릴, 방향족 헤테로시클릭, 또는 아실기를 나타내거나, 또는 R5및 R6은 이들이 부착된 질소원자와 함께 고리를 형성한다.)
- 제1항 내지 제9항중 어느 한항에 있어서, 불포화 화합물이 아세틸렌형 불포화 화합물이고, 질소 화합물이 방향족 아민인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB909002522A GB9002522D0 (en) | 1990-02-05 | 1990-02-05 | Preparation of amides |
GB90025222 | 1990-02-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR910015531A true KR910015531A (ko) | 1991-09-30 |
KR100211224B1 KR100211224B1 (ko) | 1999-07-15 |
Family
ID=10670440
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910001901A KR100211224B1 (ko) | 1990-02-05 | 1991-02-04 | 아미드의 제조방법 |
Country Status (12)
Country | Link |
---|---|
US (1) | US5128475A (ko) |
EP (1) | EP0441445B1 (ko) |
JP (1) | JP2949602B2 (ko) |
KR (1) | KR100211224B1 (ko) |
CN (1) | CN1029957C (ko) |
AU (1) | AU637452B2 (ko) |
BR (1) | BR9100446A (ko) |
CA (1) | CA2034972A1 (ko) |
DE (1) | DE69101849T2 (ko) |
ES (1) | ES2053269T3 (ko) |
GB (1) | GB9002522D0 (ko) |
RU (1) | RU1833367C (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2646847B1 (fr) * | 1989-05-12 | 1991-07-12 | Rhone Poulenc Sante | N-phenyl amides, leurs procedes de preparation et les medicaments les contenant |
US6194529B1 (en) * | 1999-03-19 | 2001-02-27 | Board Of Trustees Operating Michigan State University | Ordered polyacetylenes and process for the preparation thereof |
CN107935878A (zh) * | 2017-11-20 | 2018-04-20 | 华东师范大学 | 一种由烯烃、一氧化碳和氨气制备一级酰胺的方法 |
CN115304505B (zh) * | 2021-05-08 | 2023-06-27 | 西北大学 | 烯烃羰基化合成酰胺的方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2113210B (en) * | 1981-12-15 | 1985-10-23 | Mitsubishi Petrochemical Co | Catalytic process for preparing alkyl tertiary amines |
DE3664632D1 (en) * | 1985-04-05 | 1989-08-31 | Texaco Development Corp | Process for the synthesis of n-acetyl amino acids from olefins, acetamide and syngas |
GB2216036A (en) * | 1988-03-31 | 1989-10-04 | Shell Int Research | Process and catalyst for the carbo-amination or carbo-amidation of olefins |
-
1990
- 1990-02-05 GB GB909002522A patent/GB9002522D0/en active Pending
- 1990-06-11 US US07/535,691 patent/US5128475A/en not_active Expired - Lifetime
-
1991
- 1991-01-25 CA CA002034972A patent/CA2034972A1/en not_active Abandoned
- 1991-02-04 KR KR1019910001901A patent/KR100211224B1/ko not_active IP Right Cessation
- 1991-02-04 CN CN91100694A patent/CN1029957C/zh not_active Expired - Fee Related
- 1991-02-04 BR BR919100446A patent/BR9100446A/pt not_active IP Right Cessation
- 1991-02-04 JP JP3033467A patent/JP2949602B2/ja not_active Expired - Lifetime
- 1991-02-04 AU AU70235/91A patent/AU637452B2/en not_active Ceased
- 1991-02-05 ES ES91200235T patent/ES2053269T3/es not_active Expired - Lifetime
- 1991-02-05 RU SU914894601A patent/RU1833367C/ru active
- 1991-02-05 EP EP91200235A patent/EP0441445B1/en not_active Expired - Lifetime
- 1991-02-05 DE DE69101849T patent/DE69101849T2/de not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
AU637452B2 (en) | 1993-05-27 |
US5128475A (en) | 1992-07-07 |
JP2949602B2 (ja) | 1999-09-20 |
ES2053269T3 (es) | 1994-07-16 |
CN1029957C (zh) | 1995-10-11 |
DE69101849T2 (de) | 1994-09-08 |
RU1833367C (ru) | 1993-08-07 |
DE69101849D1 (de) | 1994-06-09 |
AU7023591A (en) | 1991-08-08 |
EP0441445A2 (en) | 1991-08-14 |
CN1053785A (zh) | 1991-08-14 |
GB9002522D0 (en) | 1990-04-04 |
EP0441445A3 (en) | 1991-11-27 |
EP0441445B1 (en) | 1994-05-04 |
KR100211224B1 (ko) | 1999-07-15 |
JPH04211042A (ja) | 1992-08-03 |
CA2034972A1 (en) | 1991-08-06 |
BR9100446A (pt) | 1991-10-22 |
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