GB755534A - Catalytic cyclisation of pentamethylene diamine - Google Patents

Catalytic cyclisation of pentamethylene diamine

Info

Publication number
GB755534A
GB755534A GB3500053A GB3500053A GB755534A GB 755534 A GB755534 A GB 755534A GB 3500053 A GB3500053 A GB 3500053A GB 3500053 A GB3500053 A GB 3500053A GB 755534 A GB755534 A GB 755534A
Authority
GB
United Kingdom
Prior art keywords
catalyst
pentamethylene diamine
hydrogen
piperidine
silica gel
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.)
Expired
Application number
GB3500053A
Inventor
Gerald Alfred Silverstone
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB3500053A priority Critical patent/GB755534A/en
Publication of GB755534A publication Critical patent/GB755534A/en
Expired legal-status Critical Current

Links

Landscapes

  • Hydrogenated Pyridines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Piperidine is manufactured by a process comprising contacting pentamethylene diamine in the vapour state at elevated temperature with an acid heterogeneous catalyst of the type used for promoting alkylation of aromatic compounds. To prevent the formation of by-products an inert gas such as nitrogen or hydrogen may be passed through the reaction zone. If desired, the piperidine may be converted into pyridine by catalytic dehydrogenation almost simultaneously with the cyclization by mixing a dehydrogenation catalyst such as a platinum or palladium catalyst with the cyclisation catalyst and using hydrogen as the inert gas. Suitable catalysts for the cyclization reaction are, for example, silica gel, alumina-silica beads and boron phosphate. In the examples: (a) pentamethylene diamine is mixed with nitrogen and passed over (i) silica gel; and (ii) aluminasilica beads to give piperidine; and (b) pentamethylene diamine is mixed with hydrogen and passed over a catalyst consisting of platinum deposited on silica gel to give pyridine.
GB3500053A 1953-12-16 1953-12-16 Catalytic cyclisation of pentamethylene diamine Expired GB755534A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3500053A GB755534A (en) 1953-12-16 1953-12-16 Catalytic cyclisation of pentamethylene diamine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3500053A GB755534A (en) 1953-12-16 1953-12-16 Catalytic cyclisation of pentamethylene diamine

Publications (1)

Publication Number Publication Date
GB755534A true GB755534A (en) 1956-08-22

Family

ID=10372622

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3500053A Expired GB755534A (en) 1953-12-16 1953-12-16 Catalytic cyclisation of pentamethylene diamine

Country Status (1)

Country Link
GB (1) GB755534A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2309535A1 (en) * 1975-05-02 1976-11-26 Dynamit Nobel Ag PROCESS FOR OBTAINING 3-METHYLPYRIDINE
US5149816A (en) * 1988-07-11 1992-09-22 Reilly Industries High temperature process for selective production of 3-methylpyridine
US5714610A (en) * 1993-04-02 1998-02-03 Lonza Ltd. Process for the preparation of 3-methylpiperidine and 3-methylpyridine by catalytic cyclization of 2-methyl-1, 5-diaminopentane
US6118003A (en) * 1998-01-29 2000-09-12 Reilly Industries, Inc. Processes for producing 3-cyanopyridine from 2-methyl-1,5-pentanediamine

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2309535A1 (en) * 1975-05-02 1976-11-26 Dynamit Nobel Ag PROCESS FOR OBTAINING 3-METHYLPYRIDINE
US5149816A (en) * 1988-07-11 1992-09-22 Reilly Industries High temperature process for selective production of 3-methylpyridine
US5714610A (en) * 1993-04-02 1998-02-03 Lonza Ltd. Process for the preparation of 3-methylpiperidine and 3-methylpyridine by catalytic cyclization of 2-methyl-1, 5-diaminopentane
US6118003A (en) * 1998-01-29 2000-09-12 Reilly Industries, Inc. Processes for producing 3-cyanopyridine from 2-methyl-1,5-pentanediamine

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