SU458975A3 - Способ получени замещенных ароматических альдегидов - Google Patents

Способ получени замещенных ароматических альдегидов

Info

Publication number: SU458975A3
Authority: SU; USSR - Soviet Union
Prior art keywords: water; mol; catalyst; amount; reaction
Prior art date: 1969-09-19

Application number

SU1478890A

Other languages

English (en)

Russian (ru)

Inventor

Лихти Петер

Блаттнер Фредди

Original Assignee

Циба-Гейги Аг (Фирма)

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1969-09-19

Filing date

1970-09-19

Publication date

1975-01-30

1970-09-19 Application filed by Циба-Гейги Аг (Фирма) filed Critical Циба-Гейги Аг (Фирма)

1975-01-30 Application granted granted Critical

1975-01-30 Publication of SU458975A3 publication Critical patent/SU458975A3/ru

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)

SU1478890A 1969-09-19 1970-09-19 Способ получени замещенных ароматических альдегидов SU458975A3 (ru)

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)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2964310D1 (en)	1978-11-16	1983-01-20	Hoechst Ag	P-tert.-butylbenzal bromide and its derivatives substituted in the nucleus by halogen
DE2857580A1 (de) *	1978-11-16	1980-07-31	Hoechst Ag	P-tert.-butylbenzalbromid und dessen am kern durch halogen substituierte derivate
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
GB1307437A (en)	1973-02-21
CA951741A (en)	1974-07-23
NL7013856A (de)	1971-03-23
DE2044832A1 (de)	1971-03-25
DE2044832B2 (de)	1975-08-14
CH526493A (de)	1972-08-15
FR2059339A5 (de)	1971-05-28

Publication	Publication Date	Title
Douglass et al.	1968	Superior method for preparing sulfinyl chlorides
US4051182A (en)	1977-09-27	Process for the manufacture of α-chloropropionyl chloride
AU2002228289A1 (en)	2003-09-18	Preparation of non-hazardous brominating reagents
SU458975A3 (ru)	1975-01-30	Способ получени замещенных ароматических альдегидов
EP1465835A1 (de)	2004-10-13	Herstellung von ungefährlichen bromierungsreagenzien
Russell et al.	1985	Electron transfer processes. 34. Reactions of. alpha.-halo ketones with nucleophiles
US4085147A (en)	1978-04-18	Preparation of meta-aryloxy-benzaldehydes
US6740253B2 (en)	2004-05-25	Preparation of non-hazardous brominating reagents
Rogne	1968	Kinetics of the neutral and alkaline hydrolysis of aromatic sulphonyl chlorides in water
US4191621A (en)	1980-03-04	Process for the production of substituted benzal and benzyl bromides
Kim et al.	1970	Intramolecular nucleophilic participation. VIII. Acetolysis of o-and p-nitro-and o-and p-carbophenoxybenzhydryl bromides
EP0092628B1 (de)	1985-05-29	Verfahren zur Herstellung von Phenylketonen aus Halogen oder Trihalogenomethylbenzenen und aliphatische oder aromatische Trihalogenomethylverbindungen
EP0274194B1 (de)	1992-03-18	Verfahren zur Herstellung von 2-Nitro-5-phenoxy-N-alkylsulfonylbenzamiden durch Nitrierung
JPS63130559A (ja)	1988-06-02	芳香族化合物の側鎖の光塩素化
Jackson et al.	1935	Lachrymators.
EP0084744B1 (de)	1984-11-21	Verfahren zur Sulfonylierung of Halogenobenzolen
Bradley et al.	1930	The Action of Diazomethane on Benzoic and Succinic Anhydrides, and a Reply to Malkin and Nierenstein
SU438639A1 (ru)	1974-08-05	Способ получени -хлорпропионовой кислоты
US4165268A (en)	1979-08-21	Process for the production of substituted toluene compounds
Elson et al.	1930	CXLIII.—ortho-and meta-Derivatives of simple alkyl phenyl ketones
US4382897A (en)	1983-05-10	Process for the preparation of trifluoracetic acid derivatives
Pinchbeck et al.	0	CHEMICAL SOCIETY.
US2931839A (en)	1960-04-05	3, 3, 3-trichloro-2-alkyl-2-nitropropanols and method for preparation thereof
EP0071833B1 (de)	1987-02-04	Verfahren zur Herstellung von 4-Benzoylpyrazolen
US2256839A (en)	1941-09-23	1,1-dichloro-1-nitro-parrafins and process of making them