CS788487A2 - Method of triazole's condensed cyclic derivatives production - Google Patents

Method of triazole's condensed cyclic derivatives production Download PDF

Info

Publication number: CS788487A2
Authority: CS; Czechoslovakia
Prior art keywords: formula; benzyl; triazolo; carbon atoms; alkyl
Prior art date: 1986-11-05

Application number

CS877884A

Other languages

Czech (cs)

English (en)

Inventor

Jozsef Dr Reiter

Endre Rivo

Klara Reiter

Marton Dr Fekete

Frigyes Dr Gorgenyi

Lujza Dr Petocz

Istvan Gacsalyi

Istvan Gyertyan

Original Assignee

Egyt Gyogyszervegyeszeti Gyar

Priority date (The priority date 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 date listed.)

1986-11-05

Filing date

1987-11-04

Publication date

1989-11-14

1987-11-04 Application filed by Egyt Gyogyszervegyeszeti Gyar filed Critical Egyt Gyogyszervegyeszeti Gyar

1988-08-04 Priority to CS885454A priority Critical patent/CS545488A2/cs

1989-11-14 Publication of CS788487A2 publication Critical patent/CS788487A2/cs

Links

238000000034 method Methods 0.000 title claims description 8
125000004122 cyclic group Chemical group 0.000 title claims description 3
150000003852 triazoles Chemical class 0.000 title claims 2
239000000203 mixture Substances 0.000 claims description 19
150000001875 compounds Chemical class 0.000 claims description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 6
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 6
229910052757 nitrogen Inorganic materials 0.000 claims description 5
125000000623 heterocyclic group Chemical group 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 3
125000003342 alkenyl group Chemical group 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims description 2
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims 1
125000004433 nitrogen atom Chemical group N* 0.000 claims 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 39
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 36
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 26
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 20
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
239000000047 product Substances 0.000 description 18
239000013078 crystal Substances 0.000 description 14
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
239000011541 reaction mixture Substances 0.000 description 11
238000009835 boiling Methods 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 6
238000001914 filtration Methods 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
239000000908 ammonium hydroxide Substances 0.000 description 4
-1 carbonyl-4-piperidone hydrochloride Chemical compound 0.000 description 4
239000007858 starting material Substances 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000000706 filtrate Substances 0.000 description 3
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
239000002904 solvent Substances 0.000 description 3
XGWWZKBCQLBJNH-UHFFFAOYSA-N 3-methylsulfanyl-1h-1,2,4-triazol-5-amine Chemical compound CSC1=NN=C(N)N1 XGWWZKBCQLBJNH-UHFFFAOYSA-N 0.000 description 2
BPOWERXZKXCBFE-UHFFFAOYSA-N 3-morpholin-4-yl-1h-1,2,4-triazol-5-amine Chemical compound N1C(N)=NC(N2CCOCC2)=N1 BPOWERXZKXCBFE-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000012043 crude product Substances 0.000 description 2
UQOMEAWPKSISII-UHFFFAOYSA-N ethyl 1-benzyl-3-oxopiperidine-4-carboxylate;hydron;chloride Chemical compound Cl.C1C(=O)C(C(=O)OCC)CCN1CC1=CC=CC=C1 UQOMEAWPKSISII-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 2
OVDHAUNGTBVFIQ-UHFFFAOYSA-N 3-n,3-n-dimethyl-1h-1,2,4-triazole-3,5-diamine Chemical compound CN(C)C1=NNC(N)=N1 OVDHAUNGTBVFIQ-UHFFFAOYSA-N 0.000 description 1
FTRDKGKGWGEUCP-UHFFFAOYSA-N 3-n-(2-methylphenyl)-1h-1,2,4-triazole-3,5-diamine Chemical compound CC1=CC=CC=C1NC1=NNC(N)=N1 FTRDKGKGWGEUCP-UHFFFAOYSA-N 0.000 description 1
NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000000010 aprotic solvent Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
YVIVRJLWYJGJTJ-UHFFFAOYSA-N gamma-Valerolactam Chemical compound CC1CCC(=O)N1 YVIVRJLWYJGJTJ-UHFFFAOYSA-N 0.000 description 1
BRADBAOVPACOQQ-UHFFFAOYSA-N hydron;methyl 1-benzyl-4-oxopiperidine-3-carboxylate;chloride Chemical compound Cl.C1CC(=O)C(C(=O)OC)CN1CC1=CC=CC=C1 BRADBAOVPACOQQ-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000000463 material Substances 0.000 description 1
125000003395 phenylethylamino group Chemical group [H]N(*)C([H])([H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
238000003756 stirring Methods 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/14—Ortho-condensed systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P23/00—Anaesthetics
- A61P23/02—Local anaesthetics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/14—Ortho-condensed systems

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Anesthesiology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Life Sciences & Earth Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Biomedical Technology (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CS877884A 1986-11-05 1987-11-04 Method of triazole's condensed cyclic derivatives production CS788487A2 (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CS885454A CS545488A2 (en)	1987-11-04	1988-08-04	Method of triazole's condensed cyclic derivatives production

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
HU864602A HU198484B (en)	1986-11-05	1986-11-05	Process for producing new condensed cyclic triazolo/1,5-a/pyrimidine derivatives

Publications (1)

Publication Number	Publication Date
CS788487A2 true CS788487A2 (en)	1989-11-14

Family

ID=10968423

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS877884A CS788487A2 (en)	1986-11-05	1987-11-04	Method of triazole's condensed cyclic derivatives production

Country Status (23)

Country	Link
US (1)	US4831029A (da)
JP (1)	JPH01258675A (da)
KR (1)	KR880006242A (da)
CN (1)	CN87107643A (da)
AU (1)	AU8082087A (da)
BE (1)	BE1002422A4 (da)
CS (1)	CS788487A2 (da)
DD (1)	DD273259A5 (da)
DE (1)	DE3737610A1 (da)
DK (1)	DK579587A (da)
ES (1)	ES2007745A6 (da)
FI (1)	FI874885A7 (da)
FR (1)	FR2606017A1 (da)
GB (1)	GB2197319A (da)
GR (1)	GR871702B (da)
HU (1)	HU198484B (da)
IL (1)	IL84368A0 (da)
IT (1)	IT1223346B (da)
NL (1)	NL8702629A (da)
PL (1)	PL268619A1 (da)
SE (1)	SE8704331L (da)
YU (2)	YU199887A (da)
ZA (1)	ZA878312B (da)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5478825A (en) *	1991-02-22	1995-12-26	Egis Gyogyszergyar	5-(substituted amino)-1,2,4-triazolo (1,5-A) pyrimidine derivatives

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2444607A (en) *	1945-12-15	1948-07-06	Gen Aniline & Film Corp	Stabilizers for photographic emulsions
DE1670375A1 (de) *	1966-08-12	1970-11-05	Cassella Farbwerke Mainkur Ag	Verfahren zur Herstellung von Derivaten des s-Triazolo-[1,5]-chinazolins
EP0181282A1 (de) *	1984-10-01	1986-05-14	Ciba-Geigy Ag	Triazolochinazolinverbindungen

1986
- 1986-11-05 HU HU864602A patent/HU198484B/hu not_active IP Right Cessation
1987
- 1987-11-04 FR FR8715281A patent/FR2606017A1/fr active Pending
- 1987-11-04 IL IL84368A patent/IL84368A0/xx unknown
- 1987-11-04 CS CS877884A patent/CS788487A2/cs unknown
- 1987-11-04 IT IT22511/87A patent/IT1223346B/it active
- 1987-11-04 BE BE8701243A patent/BE1002422A4/fr not_active IP Right Cessation
- 1987-11-04 YU YU01998/87A patent/YU199887A/xx unknown
- 1987-11-04 GR GR871702A patent/GR871702B/el unknown
- 1987-11-04 NL NL8702629A patent/NL8702629A/nl not_active Application Discontinuation
- 1987-11-04 FI FI874885A patent/FI874885A7/fi not_active Application Discontinuation
- 1987-11-04 DK DK579587A patent/DK579587A/da not_active Application Discontinuation
- 1987-11-04 DD DD87308668A patent/DD273259A5/de not_active IP Right Cessation
- 1987-11-05 JP JP62278451A patent/JPH01258675A/ja active Pending
- 1987-11-05 ES ES8703167A patent/ES2007745A6/es not_active Expired
- 1987-11-05 DE DE19873737610 patent/DE3737610A1/de not_active Withdrawn
- 1987-11-05 SE SE8704331A patent/SE8704331L/xx not_active Application Discontinuation
- 1987-11-05 PL PL26861987A patent/PL268619A1/xx unknown
- 1987-11-05 US US07/116,870 patent/US4831029A/en not_active Expired - Fee Related
- 1987-11-05 CN CN198787107643A patent/CN87107643A/zh active Pending
- 1987-11-05 KR KR870012448A patent/KR880006242A/ko not_active Withdrawn
- 1987-11-05 AU AU80820/87A patent/AU8082087A/en not_active Abandoned
- 1987-11-05 ZA ZA878312A patent/ZA878312B/xx unknown
- 1987-11-05 GB GB08725997A patent/GB2197319A/en active Pending
1988
- 1988-10-26 YU YU01998/88A patent/YU199888A/xx unknown

Also Published As

Publication number	Publication date
PL268619A1 (en)	1988-09-01
KR880006242A (ko)	1988-07-22
DK579587A (da)	1988-05-06
HU198484B (en)	1989-10-30
FI874885A7 (fi)	1988-05-06
IT8722511A0 (it)	1987-11-04
AU8082087A (en)	1988-05-12
GB2197319A (en)	1988-05-18
GB8725997D0 (en)	1987-12-09
ES2007745A6 (es)	1989-07-01
SE8704331L (sv)	1988-05-06
HUT47574A (en)	1989-03-28
JPH01258675A (ja)	1989-10-16
ZA878312B (en)	1988-09-28
DD273259A5 (de)	1989-11-08
SE8704331D0 (sv)	1987-11-05
US4831029A (en)	1989-05-16
CN87107643A (zh)	1988-08-24
DE3737610A1 (de)	1988-05-11
FI874885A0 (fi)	1987-11-04
YU199887A (en)	1989-02-28
BE1002422A4 (fr)	1991-02-05
IT1223346B (it)	1990-09-19
FR2606017A1 (fr)	1988-05-06
DK579587D0 (da)	1987-11-04
GR871702B (en)	1988-03-04
IL84368A0 (en)	1988-04-29
NL8702629A (nl)	1988-06-01
YU199888A (en)	1989-02-28

Publication	Publication Date	Title
US4438128A (en)	1984-03-20	Cardioactive aryloxypropanolamines
US4722929A (en)	1988-02-02	Novel 2-phenyl-imidazoles and pharmaceutical compositions containing same
PL165502B1 (pl)	1994-12-30	Sposób wytwarzania nowych pochodnych aminopirymidyny PL PL PL PL PL
US4670438A (en)	1987-06-02	Imidazo[4,5-c]pyridazine-3-ones, imidazo[4,5-d]pyridazine-4-ones, imidazo[4,]pyrazin-5-ones, purin-2-ones, purin-6-ones, and purin-2,6-diones useful as hypotensive or cardiotonic agents
JP2012188454A (ja)	2012-10-04	Ｈｉｖの処置のための非ヌクレオシド逆転写酵素インヒビターとしてのジアリル−プリン、−アザプリンおよび−デアザプリン
DK161968B (da)	1991-09-02	Analogifremgangsmaade til fremstilling af imidazo-pyrazolo-pyrimidiner eller farmaceutisk acceptable salte deraf
DK158789B (da)	1990-07-16	Analogifremgangsmaade til fremstilling af pyrimido-(6,1-a)isoquinolin-2-imino-4-on-derivater og tilsvarende 2-thio-forbindelser til anvendelse som udgangsforbindelser ved fremgangsmaaden
CS788487A2 (en)	1989-11-14	Method of triazole's condensed cyclic derivatives production
Hirota et al.	1985	Pyrimidines. LII Synthesis of pyrido [2, 3‐d] pyrimidine‐2, 4‐diones and pyrido [2, 3‐d: 6, 5‐d'] dipyrimidine‐2, 4, 6, 8‐tetrones
Khattab et al.	1996	Ring closure reaction of 5‐hydroxy‐pyrido [2, 3‐d] pyrimidine‐2, 4, 7‐triones to benzo [b] pyrimido [4, 5‐h] 1, 6‐naphthyridine‐1, 3, 6‐triones
Bishop et al.	1999	Synthesis and reactions of [1, 2, 4] triazolo [1, 5-a] pyrimidinium-2-aminides
Davoodnia et al.	2007	Synthesis of novel benzimidazo [1, 2-c][1, 2, 4] triazolo [4, 3-a] quinazoline derivatives
Lalezari et al.	1978	New polyheterocyclic series based on 4, 5, 6, 7‐tetrahydrothieno [2, 3‐c] pyridine
Abdelhamid et al.	1985	Synthesis of pyrazolo [3, 2‐c]‐1, 2, 4‐triazines from N‐(5‐pyrazolyl)‐α‐ketohydrazidoyl halides
Kurasawa et al.	1985	Synthesis of novel quinoxalines by ring transformation of 3‐quinoxalinyl‐l, 5‐benzodiazepine
SENDA et al.	1974	Pyrimidine Derivatives and Related Compounds. XXIV. Synthesis of N-Substituted 6-Formyl-2, 4-dioxo-1, 2, 3, 4-tetrahydropyrrolo [2, 3-d]-pyrimidine Derivatives and Related Compounds
Kepe et al.	1999	OXAZOLONE AS A SYNTHON FOR THE SYNTHESIS OF VARIOUS PYRAZOLES AND FUSED PYRIMIDINES'
El-Zohry et al.	2008	A facile synthesis of some new 7, 8‑dihydrospiro {imidazo [1, 2‑a] pyridine‑7, 3′‑indoline}‑2′‑one deriva‑tives
US5527908A (en)	1996-06-18	Pyrazolothiazolopyrimidine derivatives
Monge‐Vega et al.	1981	Synthesis of some new derivatives of 4‐hydrazino‐5H‐pyridazino [4, 5‐b] indole
Alsufyani et al.	2021	Synthesis of Some New Polycyclic Heterocyclic Compounds of Anticipated Biological Activity
Ryndina et al.	2000	Torp-Ziegler Cyclization in the Synthesis of 3-Amino-4-cyanopyrrole Derivatives
US5179100A (en)	1993-01-12	4,5-dihydropyrazolo[3,4-a]acridines
Hamed	1992	Cyclization Reactions of Chloro-Substituted 2-Azoniaallene Salts with Bifunctional Nucleophiles
Hassanien et al.	2005	Aminomethylene ketones and enamines in heterocyclic synthesis: synthesis of functionally substituted pyridine, pyrazole, fused pyrimidine and fused [1, 5] diazocine derivatives