GB1034485A - Production of 1,3,4-oxadiazoles - Google Patents
Production of 1,3,4-oxadiazolesInfo
- Publication number
- GB1034485A GB1034485A GB1692163A GB1692163A GB1034485A GB 1034485 A GB1034485 A GB 1034485A GB 1692163 A GB1692163 A GB 1692163A GB 1692163 A GB1692163 A GB 1692163A GB 1034485 A GB1034485 A GB 1034485A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- oxadiazole
- reacted
- carbon atoms
- carboxylic
- 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
- 150000005072 1,3,4-oxadiazoles Chemical class 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 10
- -1 1 - aminoanthraquinonyl Chemical group 0.000 abstract 8
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 4
- SOKIQPDQXIOWGB-UHFFFAOYSA-N Cl.C(C1=CC=CC=C1)(=O)N1CCCCC1 Chemical compound Cl.C(C1=CC=CC=C1)(=O)N1CCCCC1 SOKIQPDQXIOWGB-UHFFFAOYSA-N 0.000 abstract 4
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 abstract 3
- JZUFKLXOESDKRF-UHFFFAOYSA-N Chlorothiazide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O JZUFKLXOESDKRF-UHFFFAOYSA-N 0.000 abstract 3
- WARCRYXKINZHGQ-UHFFFAOYSA-N benzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1 WARCRYXKINZHGQ-UHFFFAOYSA-N 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- CTGJDBCTMNANBE-UHFFFAOYSA-N 1-amino-9,10-dioxoanthracene-2-carbohydrazide Chemical compound C1=CC=C2C(=O)C3=C(N)C(C(=O)NN)=CC=C3C(=O)C2=C1 CTGJDBCTMNANBE-UHFFFAOYSA-N 0.000 abstract 2
- JUCQWIKMCPCEQM-UHFFFAOYSA-N 1-piperidin-1-ylpropan-1-one;hydrochloride Chemical compound Cl.CCC(=O)N1CCCCC1 JUCQWIKMCPCEQM-UHFFFAOYSA-N 0.000 abstract 2
- 229920000742 Cotton Polymers 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000005840 aryl radicals Chemical class 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 2
- SAVROPQJUYSBDD-UHFFFAOYSA-N formyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)=CO SAVROPQJUYSBDD-UHFFFAOYSA-N 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- YVDWFZIVIIKYBQ-UHFFFAOYSA-N 2,5-dimethyl-1,3,4-oxadiazole Chemical compound CC1=NN=C(C)O1 YVDWFZIVIIKYBQ-UHFFFAOYSA-N 0.000 abstract 1
- DCJKUXYSYJBBRD-UHFFFAOYSA-N 2,5-diphenyl-1,3,4-oxadiazole Chemical compound C1=CC=CC=C1C1=NN=C(C=2C=CC=CC=2)O1 DCJKUXYSYJBBRD-UHFFFAOYSA-N 0.000 abstract 1
- PGLXSBJEJSUXOB-UHFFFAOYSA-N 2-(4-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole Chemical compound C1=CC(OC)=CC=C1C1=NN=C(C=2C=CC=CC=2)O1 PGLXSBJEJSUXOB-UHFFFAOYSA-N 0.000 abstract 1
- FBQDNDLFVIKPRJ-UHFFFAOYSA-N 2-(4-nitrophenyl)-1,3,4-oxadiazole Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1=NN=CO1 FBQDNDLFVIKPRJ-UHFFFAOYSA-N 0.000 abstract 1
- ZNYUIVVJRHPTGM-UHFFFAOYSA-N 2-cyclohexyl-5-phenyl-1,3,4-oxadiazole Chemical compound C1CCCCC1C1=NN=C(C=2C=CC=CC=2)O1 ZNYUIVVJRHPTGM-UHFFFAOYSA-N 0.000 abstract 1
- QIKALNJWTVDPOF-UHFFFAOYSA-N 2-phenyl-5-pyridin-2-yl-1,3,4-oxadiazole Chemical compound C1=CC=CC=C1C1=NN=C(C=2N=CC=CC=2)O1 QIKALNJWTVDPOF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003341 7 membered heterocyclic group Chemical group 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- OFLXLNCGODUUOT-UHFFFAOYSA-N acetohydrazide Chemical compound C\C(O)=N\N OFLXLNCGODUUOT-UHFFFAOYSA-N 0.000 abstract 1
- XMMFBEWONDCTLD-UHFFFAOYSA-N acetyl(dimethyl)azanium;chloride Chemical compound Cl.CN(C)C(C)=O XMMFBEWONDCTLD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 1
- ALHNLFMSAXZKRC-UHFFFAOYSA-N benzene-1,4-dicarbohydrazide Chemical compound NNC(=O)C1=CC=C(C(=O)NN)C=C1 ALHNLFMSAXZKRC-UHFFFAOYSA-N 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- QRXWMOHMRWLFEY-UHFFFAOYSA-N isoniazide Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
- C07D271/107—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with two aryl or substituted aryl radicals attached in positions 2 and 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/22—Dyes with unsubstituted amino groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/003—Cyclisation of azo dyes; Condensation of azo dyes with formation of ring, e.g. of azopyrazolone dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB67108A DE1212092B (de) | 1962-05-04 | 1962-05-04 | Verfahren zur Herstellung von 1, 3, 4-Oxdiazolen |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1034485A true GB1034485A (en) | 1966-06-29 |
Family
ID=6975392
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1692163A Expired GB1034485A (en) | 1962-05-04 | 1963-04-30 | Production of 1,3,4-oxadiazoles |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE631856A (en, 2012) |
CH (1) | CH421122A (en, 2012) |
DE (1) | DE1212092B (en, 2012) |
GB (1) | GB1034485A (en, 2012) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH487161A (de) * | 1966-09-14 | 1970-03-15 | Spofa Vereinigte Pharma Werke | Verfahren zur Herstellung von N-(D-6-Methyl-8-isoergolenyl)-N',N'-diäthylharnstoff |
-
0
- BE BE631856D patent/BE631856A/xx unknown
-
1962
- 1962-05-04 DE DEB67108A patent/DE1212092B/de active Pending
-
1963
- 1963-04-23 CH CH507963A patent/CH421122A/de unknown
- 1963-04-30 GB GB1692163A patent/GB1034485A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE1212092B (de) | 1966-03-10 |
BE631856A (en, 2012) | |
CH421122A (de) | 1966-09-30 |
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