CH432499A - Verfahren zur Herstellung von 2,6-Dichlorbenzaldoxim - Google Patents
Verfahren zur Herstellung von 2,6-DichlorbenzaldoximInfo
- Publication number
- CH432499A CH432499A CH869966A CH869966A CH432499A CH 432499 A CH432499 A CH 432499A CH 869966 A CH869966 A CH 869966A CH 869966 A CH869966 A CH 869966A CH 432499 A CH432499 A CH 432499A
- Authority
- CH
- Switzerland
- Prior art keywords
- dichlorobenzaldoxime
- chloride
- preparation
- temperature
- sulfuric acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- YBSXDWIAUZOFFV-ONNFQVAWSA-N (ne)-n-[(2,6-dichlorophenyl)methylidene]hydroxylamine Chemical compound O\N=C\C1=C(Cl)C=CC=C1Cl YBSXDWIAUZOFFV-ONNFQVAWSA-N 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- QQPXXHAEIGVZKQ-UHFFFAOYSA-N 1,3-dichloro-2-(dichloromethyl)benzene Chemical compound ClC(Cl)C1=C(Cl)C=CC=C1Cl QQPXXHAEIGVZKQ-UHFFFAOYSA-N 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 5
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 1
- 238000006146 oximation reaction Methods 0.000 claims 1
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- XCSNRORTQRKCHB-UHFFFAOYSA-N 2-chloro-6-nitrotoluene Chemical compound CC1=C(Cl)C=CC=C1[N+]([O-])=O XCSNRORTQRKCHB-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 150000002923 oximes Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- YOYAIZYFCNQIRF-UHFFFAOYSA-N 2,6-dichlorobenzonitrile Chemical compound ClC1=CC=CC(Cl)=C1C#N YOYAIZYFCNQIRF-UHFFFAOYSA-N 0.000 description 2
- XTRDKALNCIHHNI-UHFFFAOYSA-N 2,6-dinitrotoluene Chemical compound CC1=C([N+]([O-])=O)C=CC=C1[N+]([O-])=O XTRDKALNCIHHNI-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- VTWKXBJHBHYJBI-SOFGYWHQSA-N (ne)-n-benzylidenehydroxylamine Chemical compound O\N=C\C1=CC=CC=C1 VTWKXBJHBHYJBI-SOFGYWHQSA-N 0.000 description 1
- LBOBESSDSGODDD-UHFFFAOYSA-N 1,3-dichloro-2-(chloromethyl)benzene Chemical compound ClCC1=C(Cl)C=CC=C1Cl LBOBESSDSGODDD-UHFFFAOYSA-N 0.000 description 1
- MULRGOOZFNLPFF-UHFFFAOYSA-N 2,6-dichloro-n'-hydroxybenzenecarboximidamide Chemical compound ON=C(N)C1=C(Cl)C=CC=C1Cl MULRGOOZFNLPFF-UHFFFAOYSA-N 0.000 description 1
- XACGZMBUDCYGPB-UHFFFAOYSA-N 2,6-dichlorobenzonitrile oxide Chemical compound [O-][N+]#CC1=C(Cl)C=CC=C1Cl XACGZMBUDCYGPB-UHFFFAOYSA-N 0.000 description 1
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical compound ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- -1 α-substituted benzaldoximes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/55—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/62—Preparation of carboxylic acid halides by reactions not involving the carboxylic acid halide group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4154360A GB953554A (en) | 1960-12-02 | 1960-12-02 | Improvements in or relating to a process for the manufacture of halogenated aromaticcompounds |
| GB343461 | 1961-10-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH432499A true CH432499A (de) | 1967-03-31 |
Family
ID=26238299
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH869966A CH432499A (de) | 1960-12-02 | 1961-11-30 | Verfahren zur Herstellung von 2,6-Dichlorbenzaldoxim |
| CH870066A CH424758A (de) | 1960-12-02 | 1961-11-30 | Verfahren zur Herstellung von 2,6-Dichlorbenzaldoxim |
| CH1392161A CH421920A (de) | 1960-12-02 | 1961-11-30 | Herstellung chlorierter Toluolderivate |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH870066A CH424758A (de) | 1960-12-02 | 1961-11-30 | Verfahren zur Herstellung von 2,6-Dichlorbenzaldoxim |
| CH1392161A CH421920A (de) | 1960-12-02 | 1961-11-30 | Herstellung chlorierter Toluolderivate |
Country Status (9)
| Country | Link |
|---|---|
| AT (1) | AT233555B (enrdf_load_html_response) |
| BE (1) | BE610998A (enrdf_load_html_response) |
| BR (1) | BR6134599D0 (enrdf_load_html_response) |
| CA (1) | CA693199A (enrdf_load_html_response) |
| CH (3) | CH432499A (enrdf_load_html_response) |
| DE (1) | DE1237552B (enrdf_load_html_response) |
| DK (1) | DK112306B (enrdf_load_html_response) |
| GB (1) | GB953554A (enrdf_load_html_response) |
| NL (2) | NL110918C (enrdf_load_html_response) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1101779A (en) * | 1966-12-12 | 1968-01-31 | Shell Int Research | Process for the preparation of halogenated aromatic compounds |
| DE3431826A1 (de) * | 1984-08-30 | 1986-03-13 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung aromatischer bromverbindungen |
| CN107473973A (zh) * | 2017-07-31 | 2017-12-15 | 山东福尔有限公司 | 一种6‑氯‑2‑硝基甲苯制备方法 |
-
0
- CA CA693199D patent/CA693199A/en not_active Expired
- NL NL271984D patent/NL271984A/xx unknown
- BE BE610998D patent/BE610998A/xx unknown
- NL NL110918D patent/NL110918C/xx active
-
1960
- 1960-12-02 GB GB4154360A patent/GB953554A/en not_active Expired
-
1961
- 1961-11-30 DK DK479361A patent/DK112306B/da unknown
- 1961-11-30 CH CH869966A patent/CH432499A/de unknown
- 1961-11-30 CH CH870066A patent/CH424758A/de unknown
- 1961-11-30 AT AT910361A patent/AT233555B/de active
- 1961-11-30 DE DE1961S0076925 patent/DE1237552B/de active Pending
- 1961-11-30 BR BR13459961A patent/BR6134599D0/pt unknown
- 1961-11-30 CH CH1392161A patent/CH421920A/de unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT233555B (de) | 1964-05-11 |
| BE610998A (enrdf_load_html_response) | |
| CA693199A (en) | 1964-08-25 |
| BR6134599D0 (pt) | 1973-05-17 |
| GB953554A (en) | 1964-03-25 |
| CH424758A (de) | 1966-11-30 |
| CH421920A (de) | 1966-10-15 |
| DK112306B (da) | 1968-12-02 |
| NL271984A (enrdf_load_html_response) | |
| NL110918C (enrdf_load_html_response) | |
| DE1237552B (de) | 1967-03-30 |
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