ATE578T1 - P-TERT-BUTYLBENZOTRIBROMIDE AND THEIR DERIVATIVES SUBSTITUTED AT THE CORE BY HALOGEN, PROCESS FOR THEIR PREPARATION AND THEIR USE. - Google Patents
P-TERT-BUTYLBENZOTRIBROMIDE AND THEIR DERIVATIVES SUBSTITUTED AT THE CORE BY HALOGEN, PROCESS FOR THEIR PREPARATION AND THEIR USE.Info
- Publication number
- ATE578T1 ATE578T1 AT79104497T AT79104497T ATE578T1 AT E578 T1 ATE578 T1 AT E578T1 AT 79104497 T AT79104497 T AT 79104497T AT 79104497 T AT79104497 T AT 79104497T AT E578 T1 ATE578 T1 AT E578T1
- Authority
- AT
- Austria
- Prior art keywords
- tert
- halogen
- nucleus
- butylbenzotribromide
- derivatives
- Prior art date
Links
- 229910052736 halogen Inorganic materials 0.000 title abstract 3
- 150000002367 halogens Chemical class 0.000 title abstract 2
- 238000007127 saponification reaction Methods 0.000 abstract 3
- 230000031709 bromination Effects 0.000 abstract 2
- 238000005893 bromination reaction Methods 0.000 abstract 2
- MVDRXYIEGOGRAI-UHFFFAOYSA-N tribromomethylbenzene Chemical compound BrC(Br)(Br)C1=CC=CC=C1 MVDRXYIEGOGRAI-UHFFFAOYSA-N 0.000 abstract 2
- WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 abstract 1
- QCWXDVFBZVHKLV-UHFFFAOYSA-N 1-tert-butyl-4-methylbenzene Chemical compound CC1=CC=C(C(C)(C)C)C=C1 QCWXDVFBZVHKLV-UHFFFAOYSA-N 0.000 abstract 1
- SMNNDVUKAKPGDD-UHFFFAOYSA-N 2-butylbenzoic acid Chemical compound CCCCC1=CC=CC=C1C(O)=O SMNNDVUKAKPGDD-UHFFFAOYSA-N 0.000 abstract 1
- AQIHMSVIAGNIDM-UHFFFAOYSA-N benzoyl bromide Chemical compound BrC(=O)C1=CC=CC=C1 AQIHMSVIAGNIDM-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/04—Monocyclic monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C22/00—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom
- C07C22/02—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings
- C07C22/04—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
- C07C25/13—Monocyclic aromatic halogenated hydrocarbons containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/093—Preparation of carboxylic acids or their salts, halides or anhydrides by hydrolysis of —CX3 groups, X being halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Organic Insulating Materials (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
p-Tert.butylbenzotribromide and the derivatives thereof which is halogen-substituted at the nucleus are prepared under side chain halogenation conditions by bromination of p-tert.butyltoluene and its derivatives substituted at the nucleus by halogen. Practically no undesired bromination in the nucleus or at the tert.butyl radical takes place. By partial saponification of the benzotribromide the corresponding benzoyl bromide is obtained. Further saponification of the latter or complete saponification of the benzotribromide yields p-tert.butylbenzoic acid and derivatives thereof which are halogen substituted at the nucleus, the esters of which can be used in pharmacology.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782849663 DE2849663A1 (en) | 1978-11-16 | 1978-11-16 | P-TERT.-BUTYLBENZOTRIBROMID AND P-TERT.-BUTYLBENZOYLBROMID AND THEIR CORE BY HALOGEN-SUBSTITUTED DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF |
| EP79104497A EP0011288B1 (en) | 1978-11-16 | 1979-11-14 | P-tert.-butylbenzotribromide and his derivatives which are substituted in the ring by halogen, a process for their preparation as well as their use. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE578T1 true ATE578T1 (en) | 1982-02-15 |
Family
ID=6054796
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT79104497T ATE578T1 (en) | 1978-11-16 | 1979-11-14 | P-TERT-BUTYLBENZOTRIBROMIDE AND THEIR DERIVATIVES SUBSTITUTED AT THE CORE BY HALOGEN, PROCESS FOR THEIR PREPARATION AND THEIR USE. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4306102A (en) |
| EP (1) | EP0011288B1 (en) |
| JP (1) | JPS5572127A (en) |
| AT (1) | ATE578T1 (en) |
| AU (1) | AU523473B2 (en) |
| BR (1) | BR7907435A (en) |
| CA (1) | CA1136646A (en) |
| DE (2) | DE2849663A1 (en) |
| IL (1) | IL58716A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3029368A1 (en) * | 1980-08-01 | 1982-03-04 | Bayer Ag, 5090 Leverkusen | METHOD FOR HALOGENING POTENTIALLY SUBSTITUTED 4-TERT.-BUTYL TOLUOLES AND THE MIXTURES OBTAINED THEREOF FROM POTENTIALLY SUBSTITUTED 4-TERT.-BUTYLBENZALHALOGENIDIDE AND 4-TERTY |
| DE3029366A1 (en) * | 1980-08-01 | 1982-03-25 | Bayer Ag, 5090 Leverkusen | METHOD FOR SIDE CHAIN BROWNING TOLUOLS AND MIXTURES OF TOLUOLES VARIOUSLY BURNED IN THE SIDE CHAIN |
| DE3109966A1 (en) * | 1981-03-14 | 1982-09-23 | Bayer Ag, 5090 Leverkusen | METHOD FOR PRODUCING TRICHLORMETHYL-SUBSTITUTED AROMATIC COMPOUNDS AND TRICHLORMETHYL-SUBSTITUTED COMPOUNDS OBTAINED THEREOF |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE478084C (en) * | 1923-11-29 | 1929-06-20 | Nikolaus Zelinsky | Process for the halogenation of alkylated aromatic hydrocarbons and their halogen substitution products |
| AT260209B (en) * | 1965-02-09 | 1968-02-12 | Emil Dipl Ing Plander | Process for the preparation of bromoalkylbenzenes |
| FR2190799B1 (en) * | 1972-07-05 | 1974-10-25 | Charbonnages Ste Chimique | |
| JPS5259123A (en) * | 1975-11-11 | 1977-05-16 | Fuso Kagaku Kogyo | Process for preparing highh purity paraaterttbutyl benzaldehyde containing no isomer |
| US4110373A (en) * | 1977-10-03 | 1978-08-29 | Hooker Chemicals & Plastics Corp. | Process for the preparation of benzoyl halide and halosulfonylbenzoyl halide |
-
1978
- 1978-11-16 DE DE19782849663 patent/DE2849663A1/en not_active Withdrawn
-
1979
- 1979-11-14 DE DE7979104497T patent/DE2961904D1/en not_active Expired
- 1979-11-14 BR BR7907435A patent/BR7907435A/en unknown
- 1979-11-14 US US06/094,179 patent/US4306102A/en not_active Expired - Lifetime
- 1979-11-14 EP EP79104497A patent/EP0011288B1/en not_active Expired
- 1979-11-14 IL IL58716A patent/IL58716A/en unknown
- 1979-11-14 AU AU52809/79A patent/AU523473B2/en not_active Ceased
- 1979-11-14 AT AT79104497T patent/ATE578T1/en active
- 1979-11-15 JP JP14717079A patent/JPS5572127A/en active Pending
- 1979-11-15 CA CA000339893A patent/CA1136646A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AU5280979A (en) | 1980-05-22 |
| EP0011288A1 (en) | 1980-05-28 |
| JPS5572127A (en) | 1980-05-30 |
| IL58716A0 (en) | 1980-02-29 |
| CA1136646A (en) | 1982-11-30 |
| EP0011288B1 (en) | 1982-01-20 |
| BR7907435A (en) | 1980-09-09 |
| AU523473B2 (en) | 1982-07-29 |
| IL58716A (en) | 1984-01-31 |
| DE2961904D1 (en) | 1982-03-04 |
| DE2849663A1 (en) | 1980-06-04 |
| US4306102A (en) | 1981-12-15 |
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