Title:
CARBAMATE PRODUCTION METHOD, CARBAMATE ESTER PRODUCTION METHOD, AND UREA DERIVATIVE PRODUCTION METHOD
Document Type and Number:
WIPO Patent Application WO/2021/246485
Kind Code:
A1
Abstract:
Provided is a carbamate production method characterized by bringing a carbon dioxide-containing mixed gas in which the partial pressure of carbon dioxide is 0.001 atm or greater but less than 1 atm, into contact with an amino group-containing organic compound, in at least one organic solvent selected from the group consisting of organic solvents having 2 to 8 carbons, and in the presence of a base; and a method for producing a carbamate ester or a urea derivative, by using a carbamate.
Inventors:
TAKEUCHI KATSUHIKO (JP)
MATSUMOTO KAZUHIRO (JP)
FUKAYA NORIHISA (JP)
KOIZUMI HIROKI (JP)
CHOI JUN-CHUL (JP)
UCHIDA MASAHITO (JP)
MATSUMOTO SEIJI (JP)
HAMURA SATOSHI (JP)
MATSUMOTO KAZUHIRO (JP)
FUKAYA NORIHISA (JP)
KOIZUMI HIROKI (JP)
CHOI JUN-CHUL (JP)
UCHIDA MASAHITO (JP)
MATSUMOTO SEIJI (JP)
HAMURA SATOSHI (JP)
Application Number:
PCT/JP2021/021188
Publication Date:
December 09, 2021
Filing Date:
June 03, 2021
Export Citation:
Assignee:
AIST (JP)
TOSOH CORP (JP)
TOSOH CORP (JP)
International Classes:
C07C211/63; B01J31/02; B01J31/04; C07B61/00; C07C269/00; C07C269/04; C07C269/06; C07C271/02; C07C271/10; C07C271/20; C07C271/28; C07C273/18; C07C275/24; C07D233/34; C07D487/04
Domestic Patent References:
| WO2015133247A1 | 2015-09-11 | |||
| WO2012111946A2 | 2012-08-23 |
Foreign References:
| US20150099886A1 | 2015-04-09 | |||
| JP2015137255A | 2015-07-30 | |||
| JP2019500356A | 2019-01-10 | |||
| JPS6239560A | 1987-02-20 | |||
| CN1821222A | 2006-08-23 | |||
| JP2017031046A | 2017-02-09 |
Other References:
MASE, NOBUYUKI ET AL.: "Organocatalytic Knoevenagel Condensations by Means of Carbamic Acid Ammonium Salts", ORGANIC LETTERS, vol. 15, no. 8, 2013, pages 1854 - 1857, XP055203975, DOI: 10.1021/ol400462d
NOVOTNY, MICHAL ET AL.: "Transkarbams as transdermal permeation enhancers: Effects of ester position and ammonium carbamate formation", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 20, no. 9, 2010, pages 2726 - 2728, XP027012821
HAMPE, ERIN M. ET AL.: "Exploring reversible reactions between C02 and amines", TETRAHEDRON, vol. 59, no. 48, 2003, pages 9619 - 9625, XP085016397, DOI: 10.1016/j.tet.2003.09.096
ARESTA MICHELE, QUARANTA EUGENIO: "Role of the macrocyclic polyether in the synthesis of N-alkylcarbamate esters from primary amines, carbon dioxide and alkyl halides in the presence of crown ethers", TETRAHEDRON, vol. 48, no. 8, 1992, pages 1515 - 1530, XP055879791
"Carbon Dioxide Capture and Utilization by Chemical Processing and Bioprocessing for Break Away from Dependence on Oil", vol. 166, 31 July 2020, CMC PUBLISHING, JP, ISBN: 978-4-7813-1510-2, article KATSUHIKO TAKEUCHI; HIROKI KOIZUMI; KAZUHIRO MATSUMOTO; NORIHISA FUKAYA: "Chapter 16 Development of production method for useful chemical products from CO 2 by Direct Air Capture: Synthesis of urea derivatives using carbamate", pages: 165 - 171, XP009541345
TETRAHEDRON, (HOLLAND, vol. 68, 2012, pages 7408 - 7413
S. S. E. GHODSINIAB. AKHLAGHINIA, PHOSPHORUS SULFUR SILICON RELAT. ELEM, vol. 191, 2016, pages 1 - 7
SCOTT L. PETERSON, SABRINA M. STUCKA, CHRISTOPHER J., DINSMORE, ORG. LETT., vol. 12, 2010, pages 1340 - 1343
KRISHNA NAND SINGH, SYNTH. COMMUN., vol. 37, 2007, pages 2651 - 2654
DEVDUTT CHATURVEDINISHA MISHURAVIRENDRA MISHRA, MONATS. CHEM, vol. 138, 2007, pages 57 - 60
C. WUH. CHENGR. LIUQ. WANGY. HAOY. YUF. ZHAO, GREEN CHEM, vol. 12, 2010, pages 1811 - 1816
M. J. FUCHTERC. J. SMITHM. W. S. TSANGA. BOYERS. SAUBERNJ. H. RYANA. B. HOLMES, CHEM. COMMUN., 2008, pages 2152 - 2154
M. T. ZOECKLERR. M. LAINE, J. ORG. CHEM, vol. 48, 1983, pages 2539 - 2543
M. XUANDREW R. JUPPD. W. STEPHAN, ANGEW. CHEM. INT. ED., vol. 56, 2017, pages 14277 - 14281
NOVOTNY, MICHAL ET AL.: "Transkarbams as transdermal permeation enhancers: Effects of ester position and ammonium carbamate formation", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 20, no. 9, 2010, pages 2726 - 2728, XP027012821
HAMPE, ERIN M. ET AL.: "Exploring reversible reactions between C02 and amines", TETRAHEDRON, vol. 59, no. 48, 2003, pages 9619 - 9625, XP085016397, DOI: 10.1016/j.tet.2003.09.096
ARESTA MICHELE, QUARANTA EUGENIO: "Role of the macrocyclic polyether in the synthesis of N-alkylcarbamate esters from primary amines, carbon dioxide and alkyl halides in the presence of crown ethers", TETRAHEDRON, vol. 48, no. 8, 1992, pages 1515 - 1530, XP055879791
"Carbon Dioxide Capture and Utilization by Chemical Processing and Bioprocessing for Break Away from Dependence on Oil", vol. 166, 31 July 2020, CMC PUBLISHING, JP, ISBN: 978-4-7813-1510-2, article KATSUHIKO TAKEUCHI; HIROKI KOIZUMI; KAZUHIRO MATSUMOTO; NORIHISA FUKAYA: "Chapter 16 Development of production method for useful chemical products from CO 2 by Direct Air Capture: Synthesis of urea derivatives using carbamate", pages: 165 - 171, XP009541345
TETRAHEDRON, (HOLLAND, vol. 68, 2012, pages 7408 - 7413
S. S. E. GHODSINIAB. AKHLAGHINIA, PHOSPHORUS SULFUR SILICON RELAT. ELEM, vol. 191, 2016, pages 1 - 7
SCOTT L. PETERSON, SABRINA M. STUCKA, CHRISTOPHER J., DINSMORE, ORG. LETT., vol. 12, 2010, pages 1340 - 1343
KRISHNA NAND SINGH, SYNTH. COMMUN., vol. 37, 2007, pages 2651 - 2654
DEVDUTT CHATURVEDINISHA MISHURAVIRENDRA MISHRA, MONATS. CHEM, vol. 138, 2007, pages 57 - 60
C. WUH. CHENGR. LIUQ. WANGY. HAOY. YUF. ZHAO, GREEN CHEM, vol. 12, 2010, pages 1811 - 1816
M. J. FUCHTERC. J. SMITHM. W. S. TSANGA. BOYERS. SAUBERNJ. H. RYANA. B. HOLMES, CHEM. COMMUN., 2008, pages 2152 - 2154
M. T. ZOECKLERR. M. LAINE, J. ORG. CHEM, vol. 48, 1983, pages 2539 - 2543
M. XUANDREW R. JUPPD. W. STEPHAN, ANGEW. CHEM. INT. ED., vol. 56, 2017, pages 14277 - 14281
Attorney, Agent or Firm:
IP FIRM SHUWA (JP)
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