SU458975A3 - Способ получени замещенных ароматических альдегидов - Google Patents
Способ получени замещенных ароматических альдегидовInfo
- Publication number
- SU458975A3 SU458975A3 SU1478890A SU1478890A SU458975A3 SU 458975 A3 SU458975 A3 SU 458975A3 SU 1478890 A SU1478890 A SU 1478890A SU 1478890 A SU1478890 A SU 1478890A SU 458975 A3 SU458975 A3 SU 458975A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- water
- mol
- catalyst
- amount
- reaction
- Prior art date
Links
- 150000003934 aromatic aldehydes Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- 239000003054 catalyst Substances 0.000 description 16
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 10
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 7
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 150000002505 iron Chemical class 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- BXSVYGKOUULJCL-UHFFFAOYSA-N 1-chloro-2-(dichloromethyl)benzene Chemical compound ClC(Cl)C1=CC=CC=C1Cl BXSVYGKOUULJCL-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 5
- 150000001299 aldehydes Chemical class 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- QQPXXHAEIGVZKQ-UHFFFAOYSA-N 1,3-dichloro-2-(dichloromethyl)benzene Chemical compound ClC(Cl)C1=C(Cl)C=CC=C1Cl QQPXXHAEIGVZKQ-UHFFFAOYSA-N 0.000 description 1
- FPYUJUBAXZAQNL-UHFFFAOYSA-N 2-chlorobenzaldehyde Chemical compound ClC1=CC=CC=C1C=O FPYUJUBAXZAQNL-UHFFFAOYSA-N 0.000 description 1
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical class ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021576 Iron(III) bromide Inorganic materials 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical group O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- -1 iron halide Chemical class 0.000 description 1
- 159000000014 iron salts Chemical class 0.000 description 1
- XEEYBQQBJWHFJM-RNFDNDRNSA-N iron-60 Chemical compound [60Fe] XEEYBQQBJWHFJM-RNFDNDRNSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- FEONEKOZSGPOFN-UHFFFAOYSA-K tribromoiron Chemical compound Br[Fe](Br)Br FEONEKOZSGPOFN-UHFFFAOYSA-K 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/22—Naphthotriazoles
- C07D249/24—Naphthotriazoles with stilbene radicals directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
- C07C45/43—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis of >CX2 groups, X being halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1419569A CH526493A (de) | 1969-09-19 | 1969-09-19 | Verfahren zur Herstellung aromatischer Aldehyde |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU458975A3 true SU458975A3 (ru) | 1975-01-30 |
Family
ID=4398728
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1478890A SU458975A3 (ru) | 1969-09-19 | 1970-09-19 | Способ получени замещенных ароматических альдегидов |
Country Status (7)
| Country | Link |
|---|---|
| CA (1) | CA951741A (de) |
| CH (1) | CH526493A (de) |
| DE (1) | DE2044832B2 (de) |
| FR (1) | FR2059339A5 (de) |
| GB (1) | GB1307437A (de) |
| NL (1) | NL7013856A (de) |
| SU (1) | SU458975A3 (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0034837B1 (de) | 1978-11-16 | 1982-12-15 | Hoechst Aktiengesellschaft | P-tert.-Butylbenzalbromid und dessen am Kern durch Halogen substituierte Derivate |
| DE2849692C3 (de) * | 1978-11-16 | 1988-10-20 | Hoechst Ag, 6230 Frankfurt | Verfahren zur Herstellung von p-tert.- Butylbenzaldehyd und dessen am Kern durch Halogen monosubstituierten Derivaten |
| GB2103208B (en) * | 1981-07-21 | 1985-08-21 | Central Glass Co Ltd | Vapor phase catalytic hydrolysis of benzal chloride or its halogen- or trifluoromethyl-substitute to form benzaldehyde or substitute |
| TW228517B (de) * | 1992-11-26 | 1994-08-21 | Hoechst Ag | |
| TW290534B (de) * | 1992-11-26 | 1996-11-11 | Hoechst Ag |
-
1969
- 1969-09-19 CH CH1419569A patent/CH526493A/de not_active IP Right Cessation
-
1970
- 1970-08-27 FR FR7031367A patent/FR2059339A5/fr not_active Expired
- 1970-09-10 DE DE19702044832 patent/DE2044832B2/de active Pending
- 1970-09-14 CA CA093,012,A patent/CA951741A/en not_active Expired
- 1970-09-17 GB GB4449170A patent/GB1307437A/en not_active Expired
- 1970-09-18 NL NL7013856A patent/NL7013856A/xx unknown
- 1970-09-19 SU SU1478890A patent/SU458975A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| DE2044832B2 (de) | 1975-08-14 |
| FR2059339A5 (de) | 1971-05-28 |
| NL7013856A (de) | 1971-03-23 |
| DE2044832A1 (de) | 1971-03-25 |
| GB1307437A (en) | 1973-02-21 |
| CA951741A (en) | 1974-07-23 |
| CH526493A (de) | 1972-08-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Douglass et al. | Superior method for preparing sulfinyl chlorides | |
| US4051182A (en) | Process for the manufacture of α-chloropropionyl chloride | |
| AU2002228289A1 (en) | Preparation of non-hazardous brominating reagents | |
| SU458975A3 (ru) | Способ получени замещенных ароматических альдегидов | |
| EP1465835A1 (de) | Herstellung von ungefährlichen bromierungsreagenzien | |
| Russell et al. | Electron transfer processes. 34. Reactions of. alpha.-halo ketones with nucleophiles | |
| Rondestvedt Jr | Unsaturated sulfonic acids. IV. Preparation and properties of α-bromoalkenesulfonyl chlorides | |
| US4085147A (en) | Preparation of meta-aryloxy-benzaldehydes | |
| US6740253B2 (en) | Preparation of non-hazardous brominating reagents | |
| SU957760A3 (ru) | Способ получени 5-фтор-2-метилинданон-3-уксусной кислоты | |
| Rogne | Kinetics of the neutral and alkaline hydrolysis of aromatic sulphonyl chlorides in water | |
| SU843734A3 (ru) | Способ получени бензоилцианида | |
| US4191621A (en) | Process for the production of substituted benzal and benzyl bromides | |
| Kim et al. | Intramolecular nucleophilic participation. VIII. Acetolysis of o-and p-nitro-and o-and p-carbophenoxybenzhydryl bromides | |
| EP0274194B1 (de) | Verfahren zur Herstellung von 2-Nitro-5-phenoxy-N-alkylsulfonylbenzamiden durch Nitrierung | |
| IL28812A (en) | Process for the preparation of hydroxamoyl chlorides | |
| JPS63130559A (ja) | 芳香族化合物の側鎖の光塩素化 | |
| Jackson et al. | Lachrymators. | |
| SU438639A1 (ru) | Способ получени -хлорпропионовой кислоты | |
| US4165268A (en) | Process for the production of substituted toluene compounds | |
| Elson et al. | CXLIII.—ortho-and meta-Derivatives of simple alkyl phenyl ketones | |
| Pinchbeck et al. | CHEMICAL SOCIETY. | |
| US2256839A (en) | 1,1-dichloro-1-nitro-parrafins and process of making them | |
| SU1033493A1 (ru) | Способ получени пара-нитробензоилхлорида | |
| SU945154A1 (ru) | Способ получени 2-фенил-4,5-дихлорпиридазин-3-она |