BE526995A - - Google Patents
Info
- Publication number
- BE526995A BE526995A BE526995DA BE526995A BE 526995 A BE526995 A BE 526995A BE 526995D A BE526995D A BE 526995DA BE 526995 A BE526995 A BE 526995A
- Authority
- BE
- Belgium
- Prior art keywords
- xanthogenate
- oxy
- chloromethyl
- xanthogenates
- hours
- Prior art date
Links
- SKOLWUPSYHWYAM-UHFFFAOYSA-N carbonodithioic O,S-acid Chemical compound SC(S)=O SKOLWUPSYHWYAM-UHFFFAOYSA-N 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 9
- 230000007935 neutral effect Effects 0.000 claims description 8
- 230000001476 alcoholic effect Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000002989 phenols Chemical class 0.000 description 6
- JCBJVAJGLKENNC-UHFFFAOYSA-M potassium ethyl xanthate Chemical compound [K+].CCOC([S-])=S JCBJVAJGLKENNC-UHFFFAOYSA-M 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 230000000855 fungicidal effect Effects 0.000 description 4
- 235000011118 potassium hydroxide Nutrition 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- PJNPZIYGODMAQE-UHFFFAOYSA-N 2-(chloromethyl)-4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1CCl PJNPZIYGODMAQE-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- AUESJGZPPPVYJZ-UHFFFAOYSA-N 2-(chloromethyl)phenol Chemical class OC1=CC=CC=C1CCl AUESJGZPPPVYJZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 241000233622 Phytophthora infestans Species 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 2
- 238000007265 chloromethylation reaction Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 231100000208 phytotoxic Toxicity 0.000 description 2
- 230000000885 phytotoxic effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- MAJHPYOVFKBIMN-UHFFFAOYSA-N 3-chloro-2-(chloromethyl)-6-nitrophenol Chemical compound ClCC1=C(C(=CC=C1Cl)[N+](=O)[O-])O MAJHPYOVFKBIMN-UHFFFAOYSA-N 0.000 description 1
- YOWZPBUFYZHHMF-UHFFFAOYSA-N 4-chloro-2-(chloromethyl)-6-nitrophenol Chemical compound OC1=C(CCl)C=C(Cl)C=C1[N+]([O-])=O YOWZPBUFYZHHMF-UHFFFAOYSA-N 0.000 description 1
- XEIQHESOHQMZKP-UHFFFAOYSA-N 5-chloro-4-(chloromethyl)-1,6-dimethylcyclohexa-2,4-dien-1-ol Chemical compound ClCC1=C(C(C(C=C1)(C)O)C)Cl XEIQHESOHQMZKP-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- XLEUIPVVUKAVGL-UHFFFAOYSA-N [2-(chloromethyl)-4-nitrophenyl] acetate Chemical compound CC(=O)OC1=CC=C([N+]([O-])=O)C=C1CCl XLEUIPVVUKAVGL-UHFFFAOYSA-N 0.000 description 1
- QDEZVRUCJOYKMH-UHFFFAOYSA-N [4-chloro-2-(chloromethyl)-6-nitrophenyl] acetate Chemical compound C(C)(=O)OC1=C(CCl)C=C(C=C1[N+](=O)[O-])Cl QDEZVRUCJOYKMH-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- ARZLUCYKIWYSHR-UHFFFAOYSA-N hydroxymethoxymethanol Chemical compound OCOCO ARZLUCYKIWYSHR-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE526995A true BE526995A (en)) |
Family
ID=160790
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE526995D BE526995A (en)) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE526995A (en)) |
-
0
- BE BE526995D patent/BE526995A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2042497B1 (fr) | Procédé de synthèse du ranélate de strontium et de ses hydrates | |
| EP0187298B1 (fr) | Composés organiques d'ammonium quaternaire et procédé pour leur fabrication | |
| EP0177414A1 (fr) | Composés triaminobenzéniques iodés, leur procédé de préparation et leur application dans des produits de contraste | |
| BE526995A (en)) | ||
| FR2486526A1 (fr) | Procede de preparation de derives de l'oxyde de diphenyle | |
| FR2519977A1 (fr) | Procede de preparation de chloroacetanilides substitues | |
| CH627148A5 (en)) | ||
| FR2489824A1 (fr) | Procede pour la preparation d'esters d'acide apovincaminique et produits ainsi obtenus | |
| BE504403A (en)) | ||
| BE519972A (en)) | ||
| BE519050A (en)) | ||
| BE607137A (en)) | ||
| BE500842A (en)) | ||
| BE565804A (en)) | ||
| BE473790A (en)) | ||
| BE632263A (en)) | ||
| BE519971A (en)) | ||
| BE544032A (en)) | ||
| BE539991A (en)) | ||
| BE570698A (en)) | ||
| BE553510A (en)) | ||
| BE899926A (fr) | Sels d'ammonium quaternaire utiles comme intermediaires chimiques et procede de preparation. | |
| CH216546A (fr) | Procédé de préparation de la 2-(para-amino-benzène-sulfamido)-pyridine. | |
| CH365063A (fr) | Procédé de préparation de nouveaux dichloréthylènes et leur utilisation | |
| BE562517A (en)) |