SU698531A3 - Method of preparing 4-arylamino-6-methylpyrimidine derivatives - Google Patents

Method of preparing 4-arylamino-6-methylpyrimidine derivatives

Info

Publication number
SU698531A3
SU698531A3 SU772558803A SU2558803A SU698531A3 SU 698531 A3 SU698531 A3 SU 698531A3 SU 772558803 A SU772558803 A SU 772558803A SU 2558803 A SU2558803 A SU 2558803A SU 698531 A3 SU698531 A3 SU 698531A3
Authority
SU
USSR - Soviet Union
Prior art keywords
arylamino
found
preparing
general formula
methylpyrimidine
Prior art date
Application number
SU772558803A
Other languages
Russian (ru)
Inventor
Форан Клод
Буржери Ги
Гуре Клод
Рэно Ги
Original Assignee
Делаланд С.А. (Фирма)
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 Делаланд С.А. (Фирма) filed Critical Делаланд С.А. (Фирма)
Application granted granted Critical
Publication of SU698531A3 publication Critical patent/SU698531A3/en

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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
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/42—One nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

(54) СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ 4-АРИЛАМИНО-6-МЕТИЛПИРИМИДИНА(54) METHOD FOR PRODUCING 4-Arylamino-6-Methylpyrimidine Derivatives

36985313698531

Пример 1.2- (З-трифторметилфенил) -4- орто- (2,2-диметилдиоксолан-1,3,4 -ил)метилкарбоксифенйл амино-6-метилпиримидин. В предварительно продутый азотом реактор загружают 500 мл 2,2-диметил-4-оксиметил-5Example 1.2- (3-trifluoromethylphenyl) -4-ortho- (2,2-dimethyldioxolan-1,3,4-yl) methylcarboxyphenyl amino-6-methylpyrimidine. 500 ml of 2,2-dimethyl-4-hydroxymethyl-5 is charged to a reactor pre-purged with nitrogen.

диоксолана-1,3, затем 0,6 г натри . Нагревают до полного растворени  натри . После остывани  до комнатной температуры загружают 162 г метилового эфира N- 2- (3-трифторметилфенил ) -6-метил-4-пиримидинил антраниловой 10 кислоты. Нагревают в атмосфере азота 5 чdioxolane-1,3, then 0.6 g of sodium. Heat to dissolve sodium. After cooling to room temperature, 162 g of N- 2- (3-trifluoromethylphenyl) -6-methyl-4-pyrimidinyl anthranilic acid 10 ester is charged. Heat under nitrogen for 5 hours.

СНа SN

КTO

Сн -оСНSN-oCH

при 145 С, отгон   метанол, образующийс  во врем  реакции. После о.члаждени  разбавл ют 3 л воды. Отфильтровывают образовавшийс  осадок, промывают водой, перекристаплизовывают из этанола. Т. пл. 107°С. Выход 80%.at 145 ° C, the methanol distilled off during the reaction. After cooling, it is diluted with 3 liters of water. The precipitate formed is filtered off, washed with water, and recrystallized from ethanol. T. pl. 107 ° C. Yield 80%.

С25Н24РзМз04.С25Н24РзМз04.

Найдено,: С 61,64;Н 5,04-,N 8,77. Вычислено,%: С 61,59; Н 4,96; N 8,82. Производные общей формулы I, приведенные в таблице, получены по примеру.Found: C 61.64; H 5.04-, N 8.77. Calculated,%: C, 61.59; H 4.96; N 8,82. Derivatives of General formula I, shown in the table, obtained by example.

CisHjsNjOe 463,48 149- 59CisHjsNjOe 463.48 149- 59

НгСNgS

il / - С24Н24СШз04 453,91 139 50Вычислено 63,50il / - С24Н24СШз04 453.91 139 50Calculated 63.50

C27H3ilJ307 509,54 118 56Вычислено 63,64 C27H3ilJ307 509.54 118 56Calculated 63.64

СНхОSNHO

ОСНзOSSN

N.С24Н24РМзО4 437,46, 105 63Вычислено 65,89N.С24Н24РМзО4 437.46, 105 63Calculated 65.89

Claims (1)

Формула изобретени Invention Formula Способ получени  производных 4-ариламино-6-метилпиримидина общей формулы IThe method of obtaining 4-arylamino-6-methylpyrimidine derivatives of general formula I СНзSNS Af Af 9,07 9.07 5,44 9,23 5,365.44 9.23 5.36 9,26 9.26 5,33 9,15 5,425.33 9.15 5.42 Найдено 63,60Found 63.60 8,25 8.25 6,13 8,34 6,026.13 8.34 6.02 Найдено 64,84Found 64.84 5,53 9,61 5,42. 9,595.53 9.61 5.42. 9.59 Найдено 65,86Found 65.86 ТОе Аг - метилендиоксибензол или фенил, замещенный галоидом, трифторметильной, диоксиметильной группами, одной или несколькими метоксигруппами, отличающийс   тем, что соединение общей формулы i IToe Ar is methylenedioxybenzene or phenyl substituted by halogen, trifluoromethyl, dioxymethyl groups, with one or more methoxy groups, characterized in that the compound of general formula i I / -Н N-Л / -N NL Jir ЙНзО Jir YNZO 5698531656985316 где Аг имеет указанные выше значени , под-Источники информации,where Ar has the above values, sub-sources of information, вергают взаимодействию с 2,2-диметил-4-окси-прин тые во внимание при экспертизеimply interaction with 2,2-dimethyl-4-hydroxy-taken into account in the examination метилдиоксоланом в присутствии иат-1- Вейганд - Хильгетаг, Методы эксперименри .та в органической химии. М., Хими  1969,с,352.methyl dioxolane in the presence of iat-1-Weigand-Hilgetag, methods of experimenting in organic chemistry. M., Himi 1969, s, 352.
SU772558803A 1973-09-20 1977-12-28 Method of preparing 4-arylamino-6-methylpyrimidine derivatives SU698531A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7333831A FR2244459A1 (en) 1973-09-20 1973-09-20 2-Arylamino-pyrimidines - useful as sedatives, antiinflammatory, anti-ulcer, vasodilating, anticholinergic and anti-broncho- constricting agents and diuretics

Publications (1)

Publication Number Publication Date
SU698531A3 true SU698531A3 (en) 1979-11-15

Family

ID=9125341

Family Applications (1)

Application Number Title Priority Date Filing Date
SU772558803A SU698531A3 (en) 1973-09-20 1977-12-28 Method of preparing 4-arylamino-6-methylpyrimidine derivatives

Country Status (4)

Country Link
BE (1) BE819057A (en)
FR (1) FR2244459A1 (en)
SU (1) SU698531A3 (en)
ZA (1) ZA745741B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2357252A2 (en) * 1976-07-07 1978-02-03 Delalande Sa (2)-Aryl-(4)-arylamino-(6)-methyl-pyrimidines - useful as sedatives, antiulcer agents, anticholinergics, diuretics, analgesics etc.
US20040132730A1 (en) * 2002-09-10 2004-07-08 Jonathan Axon Inhibitors of TGFbeta
LU92852B1 (en) * 2015-10-20 2017-05-02 Athanasios Spathis NURR1:RXR activating compounds for simultaneous treatment of symptoms and pathology of Parkinsons disease

Also Published As

Publication number Publication date
BE819057A (en) 1975-02-21
ZA745741B (en) 1975-10-29
FR2244459A1 (en) 1975-04-18
FR2244459B1 (en) 1977-09-02

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