DE3008923A1 - Verfahren zur herstellung von 2,4,6-trifluortriazin-(1,3,5,) - Google Patents
Verfahren zur herstellung von 2,4,6-trifluortriazin-(1,3,5,)Info
- Publication number
- DE3008923A1 DE3008923A1 DE19803008923 DE3008923A DE3008923A1 DE 3008923 A1 DE3008923 A1 DE 3008923A1 DE 19803008923 DE19803008923 DE 19803008923 DE 3008923 A DE3008923 A DE 3008923A DE 3008923 A1 DE3008923 A1 DE 3008923A1
- Authority
- DE
- Germany
- Prior art keywords
- tct
- dipolar
- solvent
- tft
- solvents
- 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.)
- Withdrawn
Links
- 238000004519 manufacturing process Methods 0.000 title description 3
- TYVHNICGVDOTDS-UHFFFAOYSA-N 2,4,6-trifluoro-1h-triazine Chemical compound FN1NC(F)=CC(F)=N1 TYVHNICGVDOTDS-UHFFFAOYSA-N 0.000 title 1
- 239000002904 solvent Substances 0.000 claims description 18
- 239000000010 aprotic solvent Substances 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 239000000725 suspension Substances 0.000 claims description 13
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- 150000000182 1,3,5-triazines Chemical class 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 6
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 4
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 3
- 238000003682 fluorination reaction Methods 0.000 claims description 3
- 150000008282 halocarbons Chemical class 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- SZRUMHWRJNVJJC-UHFFFAOYSA-N chlorobenzene;1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1.ClC1=CC=CC=C1Cl SZRUMHWRJNVJJC-UHFFFAOYSA-N 0.000 claims 1
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 20
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 18
- 235000013024 sodium fluoride Nutrition 0.000 description 10
- 239000011775 sodium fluoride Substances 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 4
- YYTRUFPLZKSNDK-UHFFFAOYSA-N 4,5-dichloro-6-fluorotriazine Chemical compound FC1=NN=NC(Cl)=C1Cl YYTRUFPLZKSNDK-UHFFFAOYSA-N 0.000 description 3
- FKEWHNNXQZSQFI-UHFFFAOYSA-N 4-chloro-5,6-difluorotriazine Chemical compound FC1=NN=NC(Cl)=C1F FKEWHNNXQZSQFI-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- VMKJWLXVLHBJNK-UHFFFAOYSA-N cyanuric fluoride Chemical compound FC1=NC(F)=NC(F)=N1 VMKJWLXVLHBJNK-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- ZUKZVQZWLPCUMX-UHFFFAOYSA-N 4,6-dichloro-2-fluoro-1h-triazine Chemical compound FN1NC(Cl)=CC(Cl)=N1 ZUKZVQZWLPCUMX-UHFFFAOYSA-N 0.000 description 1
- WJJCZQFGWSFLCX-UHFFFAOYSA-N ClC1=CC(=NN(N1)F)F Chemical compound ClC1=CC(=NN(N1)F)F WJJCZQFGWSFLCX-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/28—Only halogen atoms, e.g. cyanuric chloride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803008923 DE3008923A1 (de) | 1980-03-08 | 1980-03-08 | Verfahren zur herstellung von 2,4,6-trifluortriazin-(1,3,5,) |
| EP81101398A EP0035704B1 (de) | 1980-03-08 | 1981-02-26 | Verfahren zur Herstellung von 2,4,6-Trifluortriazin-(1,3,5) |
| US06/238,328 US4329458A (en) | 1980-03-08 | 1981-02-26 | Process for the preparation of 2,4,6-trifluoro-1,3,5-triazine |
| DE8181101398T DE3160037D1 (en) | 1980-03-08 | 1981-02-26 | Process for the preparation of 2,4,6-trifluorotriazine-(1,3,5) |
| JP3059481A JPS56139470A (en) | 1980-03-08 | 1981-03-05 | Manufacture of 2,4,6-trifluoro-1,3,5-triazine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803008923 DE3008923A1 (de) | 1980-03-08 | 1980-03-08 | Verfahren zur herstellung von 2,4,6-trifluortriazin-(1,3,5,) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3008923A1 true DE3008923A1 (de) | 1981-09-17 |
Family
ID=6096602
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19803008923 Withdrawn DE3008923A1 (de) | 1980-03-08 | 1980-03-08 | Verfahren zur herstellung von 2,4,6-trifluortriazin-(1,3,5,) |
| DE8181101398T Expired DE3160037D1 (en) | 1980-03-08 | 1981-02-26 | Process for the preparation of 2,4,6-trifluorotriazine-(1,3,5) |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8181101398T Expired DE3160037D1 (en) | 1980-03-08 | 1981-02-26 | Process for the preparation of 2,4,6-trifluorotriazine-(1,3,5) |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4329458A (forum.php) |
| EP (1) | EP0035704B1 (forum.php) |
| JP (1) | JPS56139470A (forum.php) |
| DE (2) | DE3008923A1 (forum.php) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3921918A1 (de) * | 1989-07-04 | 1991-01-17 | Hoechst Ag | Verfahren zur herstellung von 2,4,6-trifluor-1,3,5-triazin |
| DE3927951A1 (de) * | 1989-08-24 | 1991-02-28 | Hoechst Ag | Verfahren zur vernichtung von cyanurfluorid in den bei dessen herstellung anfallenden rueckstaenden |
| IT1254219B (it) * | 1992-02-25 | 1995-09-14 | Eccentrico perfezionato per ratiera rotativa |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3008798A (en) * | 1958-07-17 | 1961-11-14 | Du Pont | Preparation of cyanogen fluoride |
| US3641020A (en) * | 1969-01-23 | 1972-02-08 | Dow Chemical Co | Synthesis of cyanuric fluoride |
| DE2643335A1 (de) * | 1976-09-25 | 1978-03-30 | Bayer Ag | Verfahren zur herstellung von cyanurfluorid |
| DE2643251A1 (de) * | 1976-09-25 | 1978-03-30 | Bayer Ag | Verfahren zur herstellung von cyanurfluorid |
| AR220130A1 (es) * | 1977-04-06 | 1980-10-15 | Ciba Geigy Ag | Procedimiento para la sintesis de s-triacinas fluoradas |
| DE2729762A1 (de) * | 1977-07-01 | 1979-01-18 | Bayer Ag | Verfahren zur herstellung fluorierter s-triazine |
-
1980
- 1980-03-08 DE DE19803008923 patent/DE3008923A1/de not_active Withdrawn
-
1981
- 1981-02-26 US US06/238,328 patent/US4329458A/en not_active Expired - Lifetime
- 1981-02-26 DE DE8181101398T patent/DE3160037D1/de not_active Expired
- 1981-02-26 EP EP81101398A patent/EP0035704B1/de not_active Expired
- 1981-03-05 JP JP3059481A patent/JPS56139470A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| EP0035704B1 (de) | 1983-01-26 |
| US4329458A (en) | 1982-05-11 |
| JPS56139470A (en) | 1981-10-30 |
| DE3160037D1 (en) | 1983-03-03 |
| JPH0238590B2 (forum.php) | 1990-08-31 |
| EP0035704A1 (de) | 1981-09-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |