JPS55162735A - M- dihalomethyl benzophenone - Google Patents
M- dihalomethyl benzophenoneInfo
- Publication number
- JPS55162735A JPS55162735A JP6987279A JP6987279A JPS55162735A JP S55162735 A JPS55162735 A JP S55162735A JP 6987279 A JP6987279 A JP 6987279A JP 6987279 A JP6987279 A JP 6987279A JP S55162735 A JPS55162735 A JP S55162735A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- benzophenone
- compound
- dihalomethyl
- ketoprofen
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 239000012965 benzophenone Substances 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 abstract 2
- 229960000991 ketoprofen Drugs 0.000 abstract 2
- URBLVRAVOIVZFJ-UHFFFAOYSA-N (3-methylphenyl)-phenylmethanone Chemical compound CC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 URBLVRAVOIVZFJ-UHFFFAOYSA-N 0.000 abstract 1
- RBBOPKWXELESAN-UHFFFAOYSA-N 3-benzoylbenzaldehyde Chemical compound O=CC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 RBBOPKWXELESAN-UHFFFAOYSA-N 0.000 abstract 1
- YHOYYHYBFSYOSQ-UHFFFAOYSA-N 3-methylbenzoyl chloride Chemical compound CC1=CC=CC(C(Cl)=O)=C1 YHOYYHYBFSYOSQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- OJXOSDREVZTZEF-UHFFFAOYSA-N [3-(dibromomethyl)phenyl]-phenylmethanone Chemical compound BrC(Br)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 OJXOSDREVZTZEF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- RCCPEORTSYDPMB-UHFFFAOYSA-N hydroxy benzenecarboximidothioate Chemical compound OSC(=N)C1=CC=CC=C1 RCCPEORTSYDPMB-UHFFFAOYSA-N 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
NEW MATERIAL:An m-(dihalomethyl)benzophenone of formula I (X is halogen).
EXAMPLE: m-(Dibromomethyl)benzophenone.
USE: A precursor for the safe and high yield preparation of ketoprofen which is a medicine having antiphlogistic and analogesic activities.
PROCESS: The compound of formula I is prepared by reacting 1 equivalent of m- benzoyltoluene of formula II with 1.5W3.0 equivalent of a halogenating agent, in the presence of a radical initiator such as benzoyl peroxide, azobisisobutyronitrile, etc, pref. in a solvent such as benzene, under heating or light-irradiation. The starting compound of formula II can be obtained easily by the Friedel-Crafts reaction of m-toluoyl chloride with benzene. Ketoprofen is prepared from m-benzoylbenzaldehyde which is the hydrolyzed product of the compound of formula I, by reacting successively with formaldehyde mercaptal S-oxide, etc.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6987279A JPS55162735A (en) | 1979-06-06 | 1979-06-06 | M- dihalomethyl benzophenone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6987279A JPS55162735A (en) | 1979-06-06 | 1979-06-06 | M- dihalomethyl benzophenone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55162735A true JPS55162735A (en) | 1980-12-18 |
| JPS6155492B2 JPS6155492B2 (en) | 1986-11-28 |
Family
ID=13415305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6987279A Granted JPS55162735A (en) | 1979-06-06 | 1979-06-06 | M- dihalomethyl benzophenone |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55162735A (en) |
-
1979
- 1979-06-06 JP JP6987279A patent/JPS55162735A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6155492B2 (en) | 1986-11-28 |
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