GB289571A - Process for obtaining derivatives of diaryl ketones - Google Patents

Process for obtaining derivatives of diaryl ketones

Info

Publication number
GB289571A
GB289571A GB334127A GB334127A GB289571A GB 289571 A GB289571 A GB 289571A GB 334127 A GB334127 A GB 334127A GB 334127 A GB334127 A GB 334127A GB 289571 A GB289571 A GB 289571A
Authority
GB
United Kingdom
Prior art keywords
michler
ketone
sodium
water
carbinols
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
GB334127A
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.)
ERNEST HARRY RODD
FRANK WILLIAM LINCH
WILFRID HERBERT CLIFFE
Imperial Chemical Industries Ltd
Original Assignee
ERNEST HARRY RODD
FRANK WILLIAM LINCH
WILFRID HERBERT CLIFFE
British Dyestuffs Corp 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 ERNEST HARRY RODD, FRANK WILLIAM LINCH, WILFRID HERBERT CLIFFE, British Dyestuffs Corp Ltd filed Critical ERNEST HARRY RODD
Priority to GB334127A priority Critical patent/GB289571A/en
Publication of GB289571A publication Critical patent/GB289571A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Luminescent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)

Abstract

289,571. British Dyestuffs Corporation, Ltd., Cliffe, W. H., Linch, F. W., and Rodd, E. H. Feb. 5, 1927. Diarylketone derivatives, carbinols, and ethylene derivatives there from. - Condensation products are produced by treating alkali metal derivatives of 4: 4<1>-tetralkyldiaminodiarylketones (see Specification 272,321) with aromatic compounds containing at least one methyl or methylene group, which may be present in a side chain or in a ring. On treating the resulting products with water, carbinols are obtained which yield ethylenic compounds by removal of water. According to examples, (1) Michler's ketone is heated in a closed vessel with dry toluene and sodium. Unchanged sodium and toluene are removed and tetramethyldiaminodipheuylbenzylcarbinol is obtained on decomposing the resulting sodium derivative with water filtering and extracting impurities with ether. The tetramethyldiaminodiphenylbenzylcarbinol gives tetramethyldiaminodiphenylstyrene by boiling with hydrochloric acid to remove water. (2) Octamethyltetraminotetraphenylethanol is obtained by treating Michler's ketone and sodium with tetramethyldiaminodiphenylmethane in benzene solution. Similar products result when tetraethyldiaminobenzophenone is substituted for the Michler's ketone and also when tetraethyl diaminodiphenylmethane is used in place of tetramethyldiaminodiphenylmethane. Octamethyltetraminotetraphenylethylene and analogous ethylenic compounds are obtained from the carbinols by removal of water by heating their sulphuric acid solutions. (3) Tetramethyldiaminodiphenylacenaphthylcarbinol is produced from Michler's ketone, sodium and acemaphthene in benzene solution. 4 : 4<1>-Tetramethyldiaminodiphenylmethyleneacenaphthene is obtained as hydrochloride by boiling the carbinol with hydrochloric acid. (4) Michler's ketone, sodium and fluorene are heated in benzene solution whereby 4 : 4<1> - tetramethyldiaminodiphenylmethylenefluorene is obtained, the carbinol being immediately dehydrated as it is formed. Condensation products from Michler's ketone and p-xylene and from tetraethyldiaminobenzophenone and toluene are also mentioned.
GB334127A 1927-02-05 1927-02-05 Process for obtaining derivatives of diaryl ketones Expired GB289571A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB334127A GB289571A (en) 1927-02-05 1927-02-05 Process for obtaining derivatives of diaryl ketones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB334127A GB289571A (en) 1927-02-05 1927-02-05 Process for obtaining derivatives of diaryl ketones

Publications (1)

Publication Number Publication Date
GB289571A true GB289571A (en) 1928-05-03

Family

ID=9756482

Family Applications (1)

Application Number Title Priority Date Filing Date
GB334127A Expired GB289571A (en) 1927-02-05 1927-02-05 Process for obtaining derivatives of diaryl ketones

Country Status (1)

Country Link
GB (1) GB289571A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3429921A (en) * 1962-11-29 1969-02-25 Pharmacia Ab Preparation of 5-hydroxy-5,aminoalkyl-10,11 - dihydro - 5h - dibenzo-(a,d) - cycloheptenes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3429921A (en) * 1962-11-29 1969-02-25 Pharmacia Ab Preparation of 5-hydroxy-5,aminoalkyl-10,11 - dihydro - 5h - dibenzo-(a,d) - cycloheptenes

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