RO96342B1 - Process for preparing oxacarbocyanines - Google Patents
Process for preparing oxacarbocyaninesInfo
- Publication number
- RO96342B1 RO96342B1 RO125304A RO12530486A RO96342B1 RO 96342 B1 RO96342 B1 RO 96342B1 RO 125304 A RO125304 A RO 125304A RO 12530486 A RO12530486 A RO 12530486A RO 96342 B1 RO96342 B1 RO 96342B1
- Authority
- RO
- Romania
- Prior art keywords
- methylbenzoxazole
- oxacarbocyanines
- general formula
- lower alkyl
- condensation
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- DQSHFKPKFISSNM-UHFFFAOYSA-N 2-methylbenzoxazole Chemical class C1=CC=C2OC(C)=NC2=C1 DQSHFKPKFISSNM-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 238000009833 condensation Methods 0.000 abstract 2
- 230000005494 condensation Effects 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Inventia se refera la un procedeu pentru prepararea unor oxacarbocianine cu formula generala I: (vezi descriere), în care R reprezinta o grupa metil sau etil, R1 halogen, o grupa fenil sau alchil inferior, R2 hidrogen sau o grupa alchil inferior si n este 3 sau 4, prin cuternizarea unui derivat de 2 - metilbenzoxazol, urmata de condensarea a doua molecule din acesta în prezenta unui agent bazic, dizolvarea produsului în metanol, precipitarea cu eter etilic, separarea si purificarea în mod în sine cunoscut; procedeul consta în aceea ca, în scopul simplificarii procesului, se trateaza un 2-metilbenzoxazol cu formula generala II: (vezi descriere), în care R1 si R2 au semnificatiile de mai sus, cu un agent de cuaternizare ales dintre 1,3-propansultona si 1,4-butansultona în prezenta de fenol, orto-, meta-, para-crezol sau amestec al acestora timp de 4 h la 160...170 degree C, amestecul de reactie se raceste si se trateaza direct cu un agent de condensare ales dintre ortoacetat si ortopropinat de trietil, precum si cu solventul de mai sus si trietilamina, reactia având loc timp de 1 h la reflux.The invention relates to a process for the preparation of oxacarbocyanines of the general formula I: (wherein R is a methyl or ethyl group, R 1 is halogen, a phenyl or lower alkyl group, R 2 is hydrogen or a lower alkyl group, and n is 3 or 4 by coumarizing a 2-methylbenzoxazole derivative followed by condensation of two molecules thereof in the presence of a basic agent, dissolving the product in methanol, precipitating with ethyl ether, separating and purifying in a known manner; the process consists in that, in order to simplify the process, a 2-methylbenzoxazole of the general formula II is described, wherein R1 and R2 are as defined above, with a quaternizing agent selected from 1,3-propansultone and 1,4-butansultone in the presence of phenol, ortho-, meta-, para-cresol or a mixture thereof for 4 hours at 160-170 ° C, the reaction mixture is cooled and treated directly with a condensation selected from orthoacetate and triethyl orthopropinate as well as with the above solvent and triethylamine, the reaction being carried out for 1 hour at reflux.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RO125304A RO96342B1 (en) | 1986-11-10 | 1986-11-10 | Process for preparing oxacarbocyanines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RO125304A RO96342B1 (en) | 1986-11-10 | 1986-11-10 | Process for preparing oxacarbocyanines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO96342A2 RO96342A2 (en) | 1988-09-15 |
| RO96342B1 true RO96342B1 (en) | 1988-09-16 |
Family
ID=20120008
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO125304A RO96342B1 (en) | 1986-11-10 | 1986-11-10 | Process for preparing oxacarbocyanines |
Country Status (1)
| Country | Link |
|---|---|
| RO (1) | RO96342B1 (en) |
-
1986
- 1986-11-10 RO RO125304A patent/RO96342B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RO96342A2 (en) | 1988-09-15 |
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