GB882645A - Improved process for the production of arylborazoles - Google Patents
Improved process for the production of arylborazolesInfo
- Publication number
- GB882645A GB882645A GB15429/60A GB1542960A GB882645A GB 882645 A GB882645 A GB 882645A GB 15429/60 A GB15429/60 A GB 15429/60A GB 1542960 A GB1542960 A GB 1542960A GB 882645 A GB882645 A GB 882645A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mole
- arylborazoles
- hnbx
- haloborazole
- rnbx
- 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.)
- Expired
Links
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 239000007818 Grignard reagent Substances 0.000 abstract 2
- 150000005840 aryl radicals Chemical group 0.000 abstract 2
- 150000004795 grignard reagents Chemical class 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- PVTNQLALWCJMRP-UHFFFAOYSA-N 1,2,3-trichloro-1,3,5,2,4$l^{2},6$l^{2}-triazatriborinane Chemical compound ClB1N(Cl)[B]N[B]N1Cl PVTNQLALWCJMRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- -1 alkyl radical Chemical group 0.000 abstract 1
- BGECDVWSWDRFSP-UHFFFAOYSA-N borazine Chemical compound B1NBNBN1 BGECDVWSWDRFSP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000001953 recrystallisation Methods 0.000 abstract 1
- 238000000859 sublimation Methods 0.000 abstract 1
- 230000008022 sublimation Effects 0.000 abstract 1
- 150000003510 tertiary aliphatic amines Chemical class 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
Arylborazoles are made by reacting, in an inert solvent, a B-haloborazole of one of the general formulae (HNBX)3, (RNBX)3 and (R1NBX)3 with a Grignard reagent, adding to the reaction mass from about 0.01 mole to about 1 mole per mole of Grignard reagent of a tertiary aliphatic amine having alkyl groups containing from 2 to 20 carbon atoms, N,N-dimethyl aniline, pyridine or quinoline and then separating the resultant arylborazole; where R is an alkyl radical, R1 is an aryl radical and X is a halogen atom, provided that when the B-haloborazole is of the formula (HNBX)3 or (RNBX)3 then the Grignard must contain an aryl radical. The tertiary amine breaks the borazole-magnesium halide complex and the borazole is separated from the reaction mass by distillation, extraction, recrystallisation or sublimation. Examples describe the preparation of B-triphenylborazole from phenyl magnesium bromide and B-trichloroborazole with the addition of triethylamine, N,N-dimethyl aniline, pyridine and quinoline.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US882645XA | 1959-06-03 | 1959-06-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB882645A true GB882645A (en) | 1961-11-15 |
Family
ID=22210359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15429/60A Expired GB882645A (en) | 1959-06-03 | 1960-05-02 | Improved process for the production of arylborazoles |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB882645A (en) |
-
1960
- 1960-05-02 GB GB15429/60A patent/GB882645A/en not_active Expired
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