BE509343A - - Google Patents
Info
- Publication number
- BE509343A BE509343A BE509343DA BE509343A BE 509343 A BE509343 A BE 509343A BE 509343D A BE509343D A BE 509343DA BE 509343 A BE509343 A BE 509343A
- Authority
- BE
- Belgium
- Prior art keywords
- emi
- usual technique
- acyl
- keto
- washed
- Prior art date
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- -1 acyl radical Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VTSWSQGDJQFXHB-UHFFFAOYSA-N 2,4,6-trichloro-5-methylpyrimidine Chemical compound CC1=C(Cl)N=C(Cl)N=C1Cl VTSWSQGDJQFXHB-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N alpha-ketodiacetal Natural products O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- LNSJAAVODVPUAA-UHFFFAOYSA-N aniline diaminomethylidenesulfamic acid Chemical compound S(=O)(=O)(O)NC(=N)N.NC1=CC=CC=C1 LNSJAAVODVPUAA-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000010504 bond cleavage reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
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
- C07D239/69—Benzenesulfonamido-pyrimidines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<EMI ID=1.1>
METHYLPYRIMIDINE,
<EMI ID=2.1>
utilisation sur une échelle industrielle par suite des mauvais rendements qui en résultent.
<EMI ID=3.1>
férence en milieu alcalin et, le cas échéant, en séparant par scission suivant la technique habituelle le groupe acyle occupant la position para.
<EMI ID=4.1>
tion répondent à la formule
<EMI ID=5.1>
dans laquelle R désigne de préférence un radical méthyle ou éthyle.
<EMI ID=6.1>
tués dans le groupe amino par un radical acyle avec lesdits céto-acétals s'effectue de préférence de manière à introduire d'abord la p-aminobenzène-sulfoguanidine dans une solution alcoolique chaude avec addition d'un alcoolate alcali et à y ajouter le céto-acétal par petites portions. Une fois la réaction achevée le solvant est chassé au moyen de la vapeur d'eau, et la matière initiale n'ayant pas réagir éventuellement présente,
<EMI ID=7.1>
acylé précipitent et sont convertis? le cas échéant, en le composé amino libre par hydrolyse alcaline suivant la technique habituelle
<EMI ID=8.1>
sous forme d'un précipité blanc jaunâtre Après 2 heures de chauffage, le mélange de réaction est refroidi, le sel sodique est séparé sur le filtre à succion, lavé avec une faible quantité de méthanol et séché. Le sel est dissous dans de l'eau, filtré et acidulé avec de l'acide acétique di-
<EMI ID=9.1>
diméthyl-acétal mis en oeuvre constitue une huile incolore bouillant à
<EMI ID=10.1>
à la température d'ébullition, en agitant. Au bout de 2 heures, la solution est refroidie, le sel sodique précipité est filtré par aspiration, lavé avec une petite quantité d'alcool et séché. La solution aqueuse de ce
<EMI ID=11.1> technique habituelle.
<EMI ID = 1.1>
METHYLPYRIMIDINE,
<EMI ID = 2.1>
use on an industrial scale as a result of the resulting poor yields.
<EMI ID = 3.1>
ference in an alkaline medium and, where appropriate, by separating by scission according to the usual technique the acyl group occupying the para position.
<EMI ID = 4.1>
tion respond to the formula
<EMI ID = 5.1>
in which R preferably denotes a methyl or ethyl radical.
<EMI ID = 6.1>
killed in the amino group by an acyl radical with said keto-acetals is preferably carried out so as to first introduce the p-aminobenzene-sulfoguanidine into a hot alcoholic solution with the addition of an alkali alcoholate and to add the keto -acetal in small portions. Once the reaction is complete, the solvent is removed by means of water vapor, and the initial material not having reacted optionally present,
<EMI ID = 7.1>
acyl precipitate and are converted? where appropriate, in the free amino compound by alkaline hydrolysis according to the usual technique
<EMI ID = 8.1>
as a yellowish-white precipitate After heating for 2 hours, the reaction mixture is cooled, the sodium salt is separated on the suction filter, washed with a small amount of methanol and dried. The salt is dissolved in water, filtered and acidified with di- acetic acid.
<EMI ID = 9.1>
dimethyl-acetal used constitutes a colorless oil boiling at
<EMI ID = 10.1>
at boiling temperature, stirring. After 2 hours, the solution is cooled, the precipitated sodium salt is filtered off with suction, washed with a small amount of alcohol and dried. The aqueous solution of this
<EMI ID = 11.1> usual technique.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1050941X | 1951-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE509343A true BE509343A (en) |
Family
ID=7717451
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE509343D BE509343A (en) | 1951-02-22 |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE509343A (en) |
| FR (1) | FR1050941A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2956157B1 (en) | 2010-02-10 | 2015-02-20 | Peugeot Citroen Automobiles Sa | METHOD FOR TREATING EXHAUST GASES OF A VEHICLE |
-
0
- BE BE509343D patent/BE509343A/fr unknown
-
1952
- 1952-02-19 FR FR1050941D patent/FR1050941A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1050941A (en) | 1954-01-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| BE509343A (en) | ||
| US2151517A (en) | Preparation of arylnitroalkanols | |
| CA1037494A (en) | Process for the preparation of n-(diethylaminoethyl)-2-methoxy-5-methylsulfonyl benzamide | |
| US2473042A (en) | 3,5-dihydroxy-4-dihydro-thiadiazine-1-dioxide and its preparation | |
| US2688639A (en) | Nu-(beta-phenoxyethyl) ethanolamines | |
| US2397628A (en) | Synthesis of amino acids | |
| SU72628A1 (en) | The method of obtaining 6-methylthiouracil | |
| CH368485A (en) | Process for the preparation of 2,3,5,6-tetrachloro-p-xylylene-dithio-acetic acid salt | |
| BE513374A (en) | ||
| CH217686A (en) | Process for the preparation of 2- (para-amino-benzene-sulfamido) -4-phenyl-thiazol. | |
| BE562517A (en) | ||
| BE452198A (en) | ||
| BE457027A (en) | ||
| GB583888A (en) | Manufacture of para-aminobenzene-sulphonyl-allylguanidine | |
| CH353749A (en) | Process for the preparation of amino ester-ethers | |
| MC1008A1 (en) | New process for the preparation of N- (diethylaminoethyl) -2-methoxy-4-amino-5-chlorobenzamide | |
| FR2460922A1 (en) | Psychotropic drug intermediate benzoic acids and ester(s) - with 2-methoxy-4-nitro-5-alkylsulphonyl substituents and use as tagged intermediates | |
| CH236176A (en) | Process for the preparation of p-aminobenzenesulfonyl-allyl-thiourea. | |
| CH284716A (en) | Process for preparing an aromatic acylamidodiol, nitrated in the nucleus. | |
| CH274143A (en) | Process for the preparation of 1-methyl-4-piperazine-N, n-dimethylcarboxamide. | |
| CH288943A (en) | Process for preparing an aromatic acylamidodiol. | |
| BE480430A (en) | ||
| CH338843A (en) | Process for the preparation of new diazoamino derivatives | |
| Burton et al. | 121. Compounds related to 4: 4′-diaminodiphenylsulphone | |
| CH315596A (en) | Process for the preparation of alpha-glycerylamine ethers |