GB736589A - Improvements in the separation of quinaldine from other bases - Google Patents

Improvements in the separation of quinaldine from other bases

Info

Publication number
GB736589A
GB736589A GB27236/51A GB2723651A GB736589A GB 736589 A GB736589 A GB 736589A GB 27236/51 A GB27236/51 A GB 27236/51A GB 2723651 A GB2723651 A GB 2723651A GB 736589 A GB736589 A GB 736589A
Authority
GB
United Kingdom
Prior art keywords
quinaldine
urea
complex
solvent
bases
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
GB27236/51A
Inventor
Paul Arnall
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.)
Midland Tar Distillers Ltd
Original Assignee
Midland Tar Distillers 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 Midland Tar Distillers Ltd filed Critical Midland Tar Distillers Ltd
Priority to GB27236/51A priority Critical patent/GB736589A/en
Publication of GB736589A publication Critical patent/GB736589A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines

Landscapes

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

Abstract

Quinaldine is obtained from a concentrate derived by the fractional distillation of coal tar bases and containing quinaldine and other heterocyclic nitrogenous bases of similar boiling point, viz. boiling within 5 DEG C. of quinaldine, by a process comprising adding urea or thiourea to the concentrate, separating the resulting precipitate including a quinaldine-urea or -thiourea complex and decomposing the complex to yield quinaldine. The complex consists of two quinaldine molecules linked to the urea molecule but the reaction is quantitative using excess of the urea. The complex is preferably formed from aqueous urea in the presence of a solvent for quinaldine that is inert to both urea and quinaldine, such as toluene or other aromatic hydrocarbon, the reacting mixture being heated to above 80 DEG C. and then cooled to precipitate the complex. In place of the aromatic solvent, a solvent for urea and quinaldine may be used such as ethanol or the urea may be used in very dilute aqueous solution. The complex may be recovered by filtration and then decomposed by heating with water, preferably in the presence of a solvent for quinaldine which is inert to urea and quinaldine and separable from quinaldine by distillation. The recovered quinaldine may be further purified by re-crystallization of its complex from ethanol to remove traces of isoquinoline. An example is given.
GB27236/51A 1951-11-20 1951-11-20 Improvements in the separation of quinaldine from other bases Expired GB736589A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB27236/51A GB736589A (en) 1951-11-20 1951-11-20 Improvements in the separation of quinaldine from other bases

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB27236/51A GB736589A (en) 1951-11-20 1951-11-20 Improvements in the separation of quinaldine from other bases

Publications (1)

Publication Number Publication Date
GB736589A true GB736589A (en) 1955-09-14

Family

ID=10256313

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27236/51A Expired GB736589A (en) 1951-11-20 1951-11-20 Improvements in the separation of quinaldine from other bases

Country Status (1)

Country Link
GB (1) GB736589A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0889035A1 (en) * 1997-07-05 1999-01-07 Rütgers VFT AG Process for the purification of quinaldine
CN107382850A (en) * 2017-09-25 2017-11-24 贾海亮 A kind of 2 methylquinoline and its isomer and the separation method of isoquinolin

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0889035A1 (en) * 1997-07-05 1999-01-07 Rütgers VFT AG Process for the purification of quinaldine
US6020494A (en) * 1997-07-05 2000-02-01 Rutgers Vft Ag Method of purifying quinaldine
CN1105107C (en) * 1997-07-05 2003-04-09 拉特格斯Vft公开股份有限公司 Method of purifying quinaldine
CN107382850A (en) * 2017-09-25 2017-11-24 贾海亮 A kind of 2 methylquinoline and its isomer and the separation method of isoquinolin

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