CS261659B1 - Method of steel strips and sheets for enamel production - Google Patents
Method of steel strips and sheets for enamel production Download PDFInfo
- Publication number
- CS261659B1 CS261659B1 CS874448A CS444887A CS261659B1 CS 261659 B1 CS261659 B1 CS 261659B1 CS 874448 A CS874448 A CS 874448A CS 444887 A CS444887 A CS 444887A CS 261659 B1 CS261659 B1 CS 261659B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- oxo
- pyridazin
- sheets
- chlorophenyl
- steel strips
- Prior art date
Links
- 229910000831 Steel Inorganic materials 0.000 title 1
- 210000003298 dental enamel Anatomy 0.000 title 1
- 239000010959 steel Substances 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- -1 3-trifluoromethyl-4-chlorophenyl Chemical group 0.000 claims description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 229910052700 potassium Inorganic materials 0.000 claims 2
- 239000011591 potassium Chemical group 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- 239000011734 sodium Chemical group 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 125000000068 chlorophenyl group Chemical group 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 1
- 230000008707 rearrangement Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000003944 tolyl group Chemical group 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- PYAGIKMJHGXHLC-UHFFFAOYSA-N 2-(3-chlorophenyl)-4-methoxy-5-sulfanylpyridazin-3-one Chemical compound O=C1C(OC)=C(S)C=NN1C1=CC=CC(Cl)=C1 PYAGIKMJHGXHLC-UHFFFAOYSA-N 0.000 description 1
- XUTUHLSYOTVJQU-UHFFFAOYSA-N 2-phenyl-4-propan-2-yloxy-5-sulfanylpyridazin-3-one Chemical compound O=C1C(OC(C)C)=C(S)C=NN1C1=CC=CC=C1 XUTUHLSYOTVJQU-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
1,5 g 2-(3-chlórfenyl)-4-metoxy-3-oxo-2H--pyridazín-5-tiolu sa miešalo v 15 ml dime-tylformamidu pri refluxe po dobu 4 hodín. Dimetylformamid sa oddestiloval za zníženého tlaku. Zvyšok sa potom prekryštalizo-val z etylalkoholu (25 ml). Získalo sa 0,5 g bielej kryštalickej látky s t. t. 239—241 °C. Analýza pre CnH9ClN2O2S (m. h. 304,15) vypočítané: 11,66 % Cl, 10,54 % S, zistené: 11,86 % Cl, 10,87 % S, IC v CHCI·,: d (0==0) = 1630 cm'1, y (O—H) — 3 350 cm'1.
Príklad 4
Príprava 2-fenyl-5-izopropylLio-3-oxo-2H-py-ridazín-4-olu 1 g 2-fenyl-4-izopropyloxy-3-oxo-2H-pyrid-azín-5-tiolu sa miešal v 15 ml dimetylforma-ínidu pri teplote varu. Dimetylformamid sa oddestiloval za zníženého tlaku. Zvyšok sa prekryštalizoval z etylalkoholu (15 ml). Získalo sa 0,6 g bielej kryštalickej látky s t. t. 148—149 °C.
Analýza pre C/3H/4N2O2S (m. h. = 262,31) vypočítané: 10,68 % N, 12,22 % S, zistené: 10,89 % N, 12,46 % S. IC v CHC13: v (C=O) = 1 635 cm-1, v (O—H) = 3 320 cm'1.
Príklad 5
Príprava 2-metyl-5-etyltio-3-oxo-2H-pyrida-zín-4-olu 1 g sodnej soli 4-etoxy-2-metyl-3-oxo-2H--pyridazín-5-tiolu sa miešalo v 15 ml dime-tylformamidu 4 hodiny pri teplote varu. Dimetylformamid sa oddestiloval za zníženého tlaku. Zvyšok sa rozpustil vo vode a pridala sa 37 %-ná kyselina chlorovodíková do pH = 1. Vylúčená tuhá látka sa odfiltrovala, prekryštalizovala z metylalkoholu. Získalo sa 0,5 g bielej kryštalickej látky s t. t. 152—151 °C.
Analýza pre C7H10N2O2S (m. h. — 186,22) o vypočítané: 15,03 % N, 17,22 % S, zistené: 15,22 % N, 17,50 % S. IC v CHCI·,: v (C—O) = 1 618 cm-1, v (O—H) = 3 368 cm-1.
Príklad 6
Príprava 2- (3-tolyl)-5-metyltic-3-oxo-2H-py-ridazín-4-olu 2 g sodnej soli 4-metoxy-2-(3-tolyl )-3-oxo--2H-pyridazín-5-tiolu sa miešala v 40 ml e-tylalkoholu pri refluxe 4 hodiny. Etylalkohol sa oddestiloval za zníženého tlaku. Zvyšok sa rozpustil vo vede a pridala sa 37 °/o--ná kyselina chlorovodíková do pH = 1. Vylúčená tuhá látka sa odfiltrovala a prekryštalizovala z etylalkoholu. Získalo sa 1,3 g bielej kryštalickej látky s t. t. 2253—230 °C. Analýza pre CjiH^NjCES (m. h. = 248,88) vypočítané: 11,28 % N, 12,91 % S, zistené: 11,39 % N, 13,11 % S. IČ v CHC13: p (C=O) = 1 620 cm“1, v (O—H) = 3 360 cm“1.
Podobným postupom boli pripravené: 2-cyklohexyl-5-etyltio-3-oxo-2H-pyridazín- -4-ol, t. t. = 150—151 °C, 2-benzyl-5-metyltio-3-oxo-2H-pyridazín-4-ol, t. t. = 180—182 °C, 2-butyl-5-trietyltio-3-oxo-2H-pyridazín-4-ol, t .t. = 121—123 qC, 2- (3-trif luormetyl-4-chlorf enyl) -5-metyltio- -3-oxo-2H-pyridazín-4-ol, f. t. — 261—263 stupňov Celzia.
Príklad 7
Príprava 2 metyl-5-metyltio-3-oxo-2H-pyri-dazín-4-olu 3 g sodnej soli 2-nietyl-4-metoxy-3-oxo-2H--pyridazínu sa miešalo v 50 ml vody pri refluxe 4 hodiny. Po ochladnutí reakčnej zmesi na 5 °C sa upravilo pH na 1. Vylúčená tuhá látka sa odfiltrovala, vysušila a prekryštalizovala z toluénu (50 ml). Získalo sa 1,8 gramov kryštalickej látky s t. t.: 156—158 stupňov Celzia, identickej s príkladom 1.
Claims (1)
- PREDMET VYNALEZU Spôsob prípravy 5-alkyltio-2-substituova-ných-3-oxo-2H-pyridazín-4-olov všeobecného vzorca Iv ktorom R* znamená alkyl s 1 až 6 atómami uhlíka, fenyl, cyklohexyl, benzyl, tolyl, chlór-fenyl, 3-trifluórmetyl-4-chlórfenyl; R2 znamená alkyl s 1 až 3 atómami uhlíka vyznačujúci sa tým, že 4-alkoxy-2-substituovaný--3-oxo-2H-pyridazín-5-tiolu alebo jeho soľ s alkalickým kovom všeobecného vzorca IIv ktorom R1 a R2 majú už uvedený význam, M znamená vodík, sodík, draslík, sa nechá reagovať pri teplote 60 až 140 °C v prostredí pro-toakceptorného organického rozpúšťadla zo skupiny zahrňujúcej metanol, etanol, pro-panol, dimetylsulfoxid, dimetylformamid, tri-etylamín, nitril kyseliny octovej a ak M znamená sodík, alebo draslík i v prostredí vody, pričom pri reakcii nastane elektrofilný prešmyk katiónu R2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS874448A CS261659B1 (en) | 1987-06-17 | 1987-06-17 | Method of steel strips and sheets for enamel production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS874448A CS261659B1 (en) | 1987-06-17 | 1987-06-17 | Method of steel strips and sheets for enamel production |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS444887A1 CS444887A1 (en) | 1988-07-15 |
| CS261659B1 true CS261659B1 (en) | 1989-02-10 |
Family
ID=5387234
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS874448A CS261659B1 (en) | 1987-06-17 | 1987-06-17 | Method of steel strips and sheets for enamel production |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS261659B1 (cs) |
-
1987
- 1987-06-17 CS CS874448A patent/CS261659B1/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS444887A1 (en) | 1988-07-15 |
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