GB741667A - New pyrimidine derivatives - Google Patents

New pyrimidine derivatives

Info

Publication number
GB741667A
GB741667A GB3089652A GB3089652A GB741667A GB 741667 A GB741667 A GB 741667A GB 3089652 A GB3089652 A GB 3089652A GB 3089652 A GB3089652 A GB 3089652A GB 741667 A GB741667 A GB 741667A
Authority
GB
United Kingdom
Prior art keywords
hydroxy
prepared
hexamethyleneimino
methylpyrimidine
formyl
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
GB3089652A
Inventor
Roy Hull
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 GB3089652A priority Critical patent/GB741667A/en
Publication of GB741667A publication Critical patent/GB741667A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression

Abstract

The invention comprises compounds of formula <FORM:0741667/IV(a)/1> wherein R and R1 are hydrogen or alkyl radicals and may be the same or different or may be united to form with the adjacent nitrogen atom a heterocyclic ring, and R2 is hydrogen, a hydroxy group or an alkyl radical. The compounds are prepared by heating a pyrimidine derivative of formula <FORM:0741667/IV(a)/2> (1) with chloral and hydrolysing the resulting 5 - (2:2:2 - trichloro - 1 - hydroxyethyl) derivative in alkaline medium; or (2) with chloroform in presence of an alcoholic solution of an alkali metal hydroxide. The examples describe the preparation of 4:6 - dihydroxy - 5 - formyl - 2-piperidinopyrimidine and the 2:4-dinitrophe-nylhydrazone thereof, 4 - hydroxy - 5 - formyl-6 - methyl - 2 - di - n - butylaminopyrimidine and the semicarbazide and 2:4-dinitrophenyl-hydrazone thereof, 2 - amino -, 2 - methyl-amino -, 2 - dimethylamino -, 2 - piperidino-and 2 - hexamethyleneimino - 4 - hydroxy - 5-formyl-6-methylpyrimidine. 2 - Methylamino -, 2 - dimethylamino -, 2 - di - n - butylamino -, 2 - piperidino - and 2-hexamethyleneimino - 4 - hydroxy - 5 - (2:2:2-trichloro - 1 - hydroxyethyl) - 6 - methylpyrimidine are prepared as intermediates by process (1). 4:6 - Dihydroxy - 2 - piperidinopyrimidine is prepared by refluxing a mixture of guanylpiperidine sulphate, diethyl malonate and sodium in ethanol, and precipitating an aqueous solution of the product with hydrochloric acid. 2 - Di - n - butylamino - and 2 - hexamethyleneimino - 4 - hydroxy - 6 - methylpyrimidine are prepared by refluxing 4-hydroxy-6-methyl-2 - methylthiopyrimidine in b - ethoxyethanol with di-n-butylamine and hexamethyleneimine respectively.
GB3089652A 1952-12-05 1952-12-05 New pyrimidine derivatives Expired GB741667A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3089652A GB741667A (en) 1952-12-05 1952-12-05 New pyrimidine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3089652A GB741667A (en) 1952-12-05 1952-12-05 New pyrimidine derivatives

Publications (1)

Publication Number Publication Date
GB741667A true GB741667A (en) 1955-12-07

Family

ID=10314804

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3089652A Expired GB741667A (en) 1952-12-05 1952-12-05 New pyrimidine derivatives

Country Status (1)

Country Link
GB (1) GB741667A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4157446A (en) 1976-08-05 1979-06-05 Cassella Aktiengesellschaft 3-Formyl-pyridines and process for making them
US4190723A (en) 1976-08-05 1980-02-26 Cassella Aktiengesellschaft Substituted pyridines and process for making them
FR2451370A1 (en) * 1979-03-10 1980-10-10 Ugine Kuhlmann HYDROXYL DERIVATIVES OF ISOPROPYLAMINO-2 PYRIMIDINE AND THEIR PREPARATION
WO2018207701A1 (en) * 2017-05-09 2018-11-15 日東電工株式会社 Composition for optical members, optical member and image display device
JP2018200463A (en) * 2017-05-09 2018-12-20 日東電工株式会社 Composition for optical members, optical member and image display device

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4157446A (en) 1976-08-05 1979-06-05 Cassella Aktiengesellschaft 3-Formyl-pyridines and process for making them
US4190723A (en) 1976-08-05 1980-02-26 Cassella Aktiengesellschaft Substituted pyridines and process for making them
FR2451370A1 (en) * 1979-03-10 1980-10-10 Ugine Kuhlmann HYDROXYL DERIVATIVES OF ISOPROPYLAMINO-2 PYRIMIDINE AND THEIR PREPARATION
WO2018207701A1 (en) * 2017-05-09 2018-11-15 日東電工株式会社 Composition for optical members, optical member and image display device
JP2018200463A (en) * 2017-05-09 2018-12-20 日東電工株式会社 Composition for optical members, optical member and image display device

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