JP2005533006A - カルボン酸アミドの製造 - Google Patents
カルボン酸アミドの製造 Download PDFInfo
- Publication number
- JP2005533006A JP2005533006A JP2003578319A JP2003578319A JP2005533006A JP 2005533006 A JP2005533006 A JP 2005533006A JP 2003578319 A JP2003578319 A JP 2003578319A JP 2003578319 A JP2003578319 A JP 2003578319A JP 2005533006 A JP2005533006 A JP 2005533006A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- carboxylic acid
- organic compound
- reactor
- acid amide
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 9
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 19
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 19
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 16
- 238000001816 cooling Methods 0.000 claims abstract description 13
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 150000001408 amides Chemical class 0.000 claims abstract description 10
- 239000007787 solid Substances 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 7
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000012535 impurity Substances 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000006239 protecting group Chemical class 0.000 claims description 2
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 150000001412 amines Chemical class 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 102000004196 processed proteins & peptides Human genes 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- STSCVKRWJPWALQ-UHFFFAOYSA-N TRIFLUOROACETIC ACID ETHYL ESTER Chemical compound CCOC(=O)C(F)(F)F STSCVKRWJPWALQ-UHFFFAOYSA-N 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 230000005540 biological transmission Effects 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IQNHBUQSOSYAJU-UHFFFAOYSA-N 2,2,2-trifluoro-n-methylacetamide Chemical compound CNC(=O)C(F)(F)F IQNHBUQSOSYAJU-UHFFFAOYSA-N 0.000 description 2
- NRKYWOKHZRQRJR-UHFFFAOYSA-N 2,2,2-trifluoroacetamide Chemical compound NC(=O)C(F)(F)F NRKYWOKHZRQRJR-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- -1 N, N-disubstituted amides Chemical class 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000000110 cooling liquid Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- BQPIYDUNTQHZBF-UHFFFAOYSA-N n,n-difluorocarbamoyl fluoride Chemical class FN(F)C(F)=O BQPIYDUNTQHZBF-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/18—Stationary reactors having moving elements inside
- B01J19/22—Stationary reactors having moving elements inside in the form of endless belts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/06—Solidifying liquids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10212526A DE10212526A1 (de) | 2002-03-21 | 2002-03-21 | Herstellung von verfestigten organischen Verbindungen, insbesondere von Carbonsäureamiden |
| PCT/EP2003/002453 WO2003080563A1 (de) | 2002-03-21 | 2003-03-11 | Herstellung von carbonsäureamiden |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005533006A true JP2005533006A (ja) | 2005-11-04 |
| JP2005533006A5 JP2005533006A5 (https=) | 2006-03-09 |
Family
ID=27797999
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003578319A Pending JP2005533006A (ja) | 2002-03-21 | 2003-03-11 | カルボン酸アミドの製造 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20050267290A1 (https=) |
| EP (1) | EP1490329A1 (https=) |
| JP (1) | JP2005533006A (https=) |
| AU (1) | AU2003221495A1 (https=) |
| DE (1) | DE10212526A1 (https=) |
| WO (1) | WO2003080563A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018118952A (ja) * | 2017-01-26 | 2018-08-02 | 株式会社先進工学研究所 | 脂肪酸アミドの製造方法 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2518465T3 (es) | 2009-06-08 | 2014-11-05 | Bayer Cropscience Ag | Procedimiento para la preparación de fluoroalquilnitrilos |
| DE102013206447A1 (de) | 2013-04-11 | 2014-10-16 | Bayer Cropscience Ag | Verfahren zur Synthese von Carbonsäureamiden |
| MX2019001173A (es) | 2016-07-28 | 2019-08-01 | Bayer Cropscience Ag | Metodo para preparar fluoroalquilnitrilos y los fluoroalquiltetrazoles correspondientes. |
| CN110337428A (zh) | 2017-02-28 | 2019-10-15 | 拜耳作物科学股份公司 | 用于制备氟代烷基腈和相应的氟代烷基四唑的方法 |
| CN108489238A (zh) * | 2018-04-27 | 2018-09-04 | 浙江嘉化新材料有限公司 | 对甲苯磺酰胺连续干燥方法 |
| WO2020049436A1 (en) | 2018-09-03 | 2020-03-12 | Pi Industries Ltd. | A method for the preparation of fluoroalkyl nitriles and their use to prepare related fluoroalkyl tetrazoles |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2730543A (en) * | 1950-05-20 | 1956-01-10 | Minnesota Mining & Mfg | Fluorinated nitriles |
| US4655932A (en) * | 1986-02-10 | 1987-04-07 | Don Roslonski | Method and apparatus for the disintegration and destruction of hazardous and toxic sludge materials |
-
2002
- 2002-03-21 DE DE10212526A patent/DE10212526A1/de not_active Withdrawn
-
2003
- 2003-03-11 EP EP03717205A patent/EP1490329A1/de not_active Withdrawn
- 2003-03-11 JP JP2003578319A patent/JP2005533006A/ja active Pending
- 2003-03-11 AU AU2003221495A patent/AU2003221495A1/en not_active Abandoned
- 2003-03-11 WO PCT/EP2003/002453 patent/WO2003080563A1/de not_active Ceased
-
2004
- 2004-09-20 US US10/944,418 patent/US20050267290A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018118952A (ja) * | 2017-01-26 | 2018-08-02 | 株式会社先進工学研究所 | 脂肪酸アミドの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2003221495A1 (en) | 2003-10-08 |
| EP1490329A1 (de) | 2004-12-29 |
| WO2003080563A1 (de) | 2003-10-02 |
| DE10212526A1 (de) | 2003-10-02 |
| US20050267290A1 (en) | 2005-12-01 |
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