SU528034A3 - Способ получени анилида 2-метил-5,6-дигидропиран-3-карбоновой кислоты - Google Patents
Способ получени анилида 2-метил-5,6-дигидропиран-3-карбоновой кислотыInfo
- Publication number
- SU528034A3 SU528034A3 SU2099682A SU2099682A SU528034A3 SU 528034 A3 SU528034 A3 SU 528034A3 SU 2099682 A SU2099682 A SU 2099682A SU 2099682 A SU2099682 A SU 2099682A SU 528034 A3 SU528034 A3 SU 528034A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- methyl
- dihydropyran
- carboxylic acid
- aniline
- producing
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- NPTRDZWZSUYBAG-UHFFFAOYSA-N 6-methyl-n-phenyl-3,6-dihydro-2h-pyran-5-carboxamide Chemical compound CC1OCCC=C1C(=O)NC1=CC=CC=C1 NPTRDZWZSUYBAG-UHFFFAOYSA-N 0.000 title description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000008096 xylene Substances 0.000 claims description 4
- QSYWYGWXCVQLAP-UHFFFAOYSA-N 6-methyl-3,6-dihydro-2h-pyran-5-carboxylic acid Chemical compound CC1OCCC=C1C(O)=O QSYWYGWXCVQLAP-UHFFFAOYSA-N 0.000 claims description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- KZYJYFKCCFWQQU-UHFFFAOYSA-N 3,6-dihydro-2h-pyran-5-carboxylic acid Chemical compound OC(=O)C1=CCCOC1 KZYJYFKCCFWQQU-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 150000005215 alkyl ethers Chemical class 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 150000003931 anilides Chemical class 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 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
- 239000003245 coal Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- -1 methyl 2-methyl-5,6-dihydropyran-3-carboxylic acid methyl ester Chemical compound 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2403708A DE2403708C3 (de) | 1974-01-26 | 1974-01-26 | Verfahren zur Herstellung von 2-Methyl-5,6-dihydropyran-3-carbonsäureanilid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU528034A3 true SU528034A3 (ru) | 1976-09-05 |
Family
ID=5905738
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2099682A SU528034A3 (ru) | 1974-01-26 | 1975-01-24 | Способ получени анилида 2-метил-5,6-дигидропиран-3-карбоновой кислоты |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS50106966A (is") |
| AR (1) | AR209291A1 (is") |
| AT (1) | AT339299B (is") |
| AU (1) | AU7760475A (is") |
| BE (1) | BE824814A (is") |
| BR (1) | BR7500506A (is") |
| CH (1) | CH595373A5 (is") |
| CS (1) | CS181169B2 (is") |
| DD (1) | DD115902A5 (is") |
| DE (1) | DE2403708C3 (is") |
| FR (1) | FR2259100B1 (is") |
| GB (1) | GB1472967A (is") |
| HU (1) | HU170706B (is") |
| IL (1) | IL46466A0 (is") |
| IT (1) | IT1031145B (is") |
| NL (1) | NL7500688A (is") |
| RO (1) | RO71303A (is") |
| SE (1) | SE396077B (is") |
| SU (1) | SU528034A3 (is") |
| ZA (1) | ZA75311B (is") |
-
1974
- 1974-01-26 DE DE2403708A patent/DE2403708C3/de not_active Expired
-
1975
- 1975-01-16 ZA ZA00750311A patent/ZA75311B/xx unknown
- 1975-01-21 IL IL46466A patent/IL46466A0/xx unknown
- 1975-01-21 NL NL7500688A patent/NL7500688A/xx not_active Application Discontinuation
- 1975-01-22 CS CS7500000446A patent/CS181169B2/cs unknown
- 1975-01-23 HU HU75HO1765A patent/HU170706B/hu unknown
- 1975-01-23 CH CH79675A patent/CH595373A5/xx not_active IP Right Cessation
- 1975-01-24 RO RO7581234A patent/RO71303A/ro unknown
- 1975-01-24 SE SE7500763A patent/SE396077B/xx unknown
- 1975-01-24 JP JP50009907A patent/JPS50106966A/ja active Pending
- 1975-01-24 AR AR257411A patent/AR209291A1/es active
- 1975-01-24 AU AU77604/75A patent/AU7760475A/en not_active Expired
- 1975-01-24 IT IT19579/75A patent/IT1031145B/it active
- 1975-01-24 GB GB325475A patent/GB1472967A/en not_active Expired
- 1975-01-24 SU SU2099682A patent/SU528034A3/ru active
- 1975-01-24 BR BR506/75A patent/BR7500506A/pt unknown
- 1975-01-24 DD DD183806A patent/DD115902A5/xx unknown
- 1975-01-24 AT AT56275A patent/AT339299B/de not_active IP Right Cessation
- 1975-01-27 BE BE152734A patent/BE824814A/xx not_active IP Right Cessation
- 1975-01-27 FR FR7502389A patent/FR2259100B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AR209291A1 (es) | 1977-04-15 |
| DE2403708A1 (de) | 1975-08-14 |
| IT1031145B (it) | 1979-04-30 |
| NL7500688A (nl) | 1975-07-29 |
| JPS50106966A (is") | 1975-08-22 |
| FR2259100B1 (is") | 1978-02-24 |
| HU170706B (is") | 1977-08-28 |
| SE396077B (sv) | 1977-09-05 |
| CS181169B2 (en) | 1978-03-31 |
| ZA75311B (en) | 1976-01-28 |
| DE2403708C3 (de) | 1979-11-15 |
| IL46466A0 (en) | 1975-04-25 |
| SE7500763L (is") | 1975-07-28 |
| DD115902A5 (is") | 1975-10-20 |
| RO71303A (ro) | 1982-12-06 |
| CH595373A5 (is") | 1978-02-15 |
| AU7760475A (en) | 1976-07-29 |
| BR7500506A (pt) | 1975-11-11 |
| DE2403708B2 (de) | 1979-03-15 |
| ATA56275A (de) | 1977-02-15 |
| BE824814A (fr) | 1975-07-28 |
| FR2259100A1 (is") | 1975-08-22 |
| AT339299B (de) | 1977-10-10 |
| GB1472967A (en) | 1977-05-11 |
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