SU492076A3 - Способ получени замещенных гуанидина - Google Patents
Способ получени замещенных гуанидинаInfo
- Publication number
- SU492076A3 SU492076A3 SU1852696A SU1852696A SU492076A3 SU 492076 A3 SU492076 A3 SU 492076A3 SU 1852696 A SU1852696 A SU 1852696A SU 1852696 A SU1852696 A SU 1852696A SU 492076 A3 SU492076 A3 SU 492076A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- guanidine
- chlorocinnamylideneamino
- methanol
- substituted guanidine
- mixture
- Prior art date
Links
- ZRALSGWEFCBTJO-UHFFFAOYSA-N anhydrous guanidine Natural products NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 title description 7
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 title description 6
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 title description 6
- 150000002357 guanidines Chemical class 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 33
- -1 pitRO- Chemical class 0.000 description 26
- 238000000034 method Methods 0.000 description 11
- 229960004198 guanidine Drugs 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XWSXTMKGFGDRMV-UHFFFAOYSA-N 2-amino-1-[3-(4-chlorophenyl)prop-2-enylideneamino]guanidine Chemical compound NNC(NN=CC=CC1=CC=C(C=C1)Cl)=N XWSXTMKGFGDRMV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000012458 free base Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 125000001475 halogen functional group Chemical group 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- JPHVPVCIBCQUIP-UHFFFAOYSA-N 1-[(4-bromophenyl)methylideneamino]-2-[3-(4-chlorophenyl)prop-2-enylideneamino]guanidine Chemical compound ClC1=CC=C(C=CC=NNC(=N)NN=CC2=CC=C(C=C2)Br)C=C1 JPHVPVCIBCQUIP-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- UYZKWRHTYCCDMP-UHFFFAOYSA-N 2-[(4-chlorophenyl)methylideneamino]guanidine Chemical compound NC(N)=NN=CC1=CC=C(Cl)C=C1 UYZKWRHTYCCDMP-UHFFFAOYSA-N 0.000 description 1
- JTPGPOMWBAHJMF-UHFFFAOYSA-N 2-amino-1-[(4-chlorophenyl)methylideneamino]guanidine;hydrochloride Chemical compound Cl.NNC(=N)NN=CC1=CC=C(Cl)C=C1 JTPGPOMWBAHJMF-UHFFFAOYSA-N 0.000 description 1
- CASRSOJWLARCRX-UHFFFAOYSA-N 3,5-dichlorobenzaldehyde Chemical compound ClC1=CC(Cl)=CC(C=O)=C1 CASRSOJWLARCRX-UHFFFAOYSA-N 0.000 description 1
- HETBKLHJEWXWBM-UHFFFAOYSA-N 4-chloro-3-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC(C=O)=CC=C1Cl HETBKLHJEWXWBM-UHFFFAOYSA-N 0.000 description 1
- AVPYQKSLYISFPO-UHFFFAOYSA-N 4-chlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C=C1 AVPYQKSLYISFPO-UHFFFAOYSA-N 0.000 description 1
- BXRFQSNOROATLV-UHFFFAOYSA-N 4-nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=C(C=O)C=C1 BXRFQSNOROATLV-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical class NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
- C07C281/18—Compounds containing any of the groups, e.g. aminoguanidine the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00200584A US3816530A (en) | 1971-11-19 | 1971-11-19 | Novel chemical compounds and processes for preparing same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU492076A3 true SU492076A3 (ru) | 1975-11-15 |
Family
ID=22742329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1852696A SU492076A3 (ru) | 1971-11-19 | 1972-11-17 | Способ получени замещенных гуанидина |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US3816530A (OSRAM) |
| JP (1) | JPS4857942A (OSRAM) |
| AT (1) | AT319966B (OSRAM) |
| AU (1) | AU471822B2 (OSRAM) |
| BE (1) | BE791536A (OSRAM) |
| CH (1) | CH575915A5 (OSRAM) |
| CS (1) | CS168010B2 (OSRAM) |
| DD (1) | DD101890A5 (OSRAM) |
| DE (1) | DE2256622A1 (OSRAM) |
| EG (1) | EG10761A (OSRAM) |
| ES (1) | ES408730A1 (OSRAM) |
| FR (1) | FR2160539B1 (OSRAM) |
| GB (1) | GB1381178A (OSRAM) |
| HU (1) | HU165712B (OSRAM) |
| IE (1) | IE37077B1 (OSRAM) |
| IL (1) | IL40814A0 (OSRAM) |
| LU (1) | LU66492A1 (OSRAM) |
| NL (1) | NL7215048A (OSRAM) |
| RO (1) | RO62757A (OSRAM) |
| SE (1) | SE380520B (OSRAM) |
| SU (1) | SU492076A3 (OSRAM) |
| ZA (1) | ZA728162B (OSRAM) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2408289A1 (de) * | 1974-02-21 | 1975-09-11 | Hoechst Ag | Substituierte diaminoguanidine und ihre herstellung |
| US4321274A (en) * | 1980-10-06 | 1982-03-23 | Merck & Co., Inc. | Substituted 1-(cinnamylideneamino)-3-benzyli-deneaminoguanidines active against Giardia lamblia and Trichomonas vaginalis |
| GB0019357D0 (en) * | 2000-08-07 | 2000-09-27 | Melacure Therapeutics Ab | Novel phenyl guanidines |
| JP5954504B1 (ja) * | 2014-09-12 | 2016-07-20 | 三菱瓦斯化学株式会社 | 変性ゴム及びその製造方法、ゴム組成物、並びにタイヤ |
| CN104744312A (zh) * | 2015-02-16 | 2015-07-01 | 广州英赛特生物技术有限公司 | 异丙氧苯胍的系列盐及其在制备饲用生长促进剂中的应用 |
-
0
- BE BE791536D patent/BE791536A/xx unknown
-
1971
- 1971-11-19 US US00200584A patent/US3816530A/en not_active Expired - Lifetime
-
1972
- 1972-11-02 SE SE7214200A patent/SE380520B/xx unknown
- 1972-11-07 NL NL7215048A patent/NL7215048A/xx not_active Application Discontinuation
- 1972-11-13 IL IL40814A patent/IL40814A0/xx unknown
- 1972-11-13 GB GB5237372A patent/GB1381178A/en not_active Expired
- 1972-11-14 AU AU48842/72A patent/AU471822B2/en not_active Expired
- 1972-11-14 IE IE1563/72A patent/IE37077B1/xx unknown
- 1972-11-16 FR FR7240725A patent/FR2160539B1/fr not_active Expired
- 1972-11-16 CS CS7779A patent/CS168010B2/cs unknown
- 1972-11-16 RO RO7200072836A patent/RO62757A/ro unknown
- 1972-11-16 CH CH1669672A patent/CH575915A5/xx not_active IP Right Cessation
- 1972-11-16 AT AT976072A patent/AT319966B/de not_active IP Right Cessation
- 1972-11-16 DD DD166895A patent/DD101890A5/xx unknown
- 1972-11-17 LU LU66492A patent/LU66492A1/xx unknown
- 1972-11-17 ES ES408730A patent/ES408730A1/es not_active Expired
- 1972-11-17 DE DE2256622A patent/DE2256622A1/de active Pending
- 1972-11-17 ZA ZA728162A patent/ZA728162B/xx unknown
- 1972-11-17 SU SU1852696A patent/SU492076A3/ru active
- 1972-11-18 HU HUME1559A patent/HU165712B/hu unknown
- 1972-11-18 EG EG477/72A patent/EG10761A/xx active
- 1972-11-20 JP JP47115747A patent/JPS4857942A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CH575915A5 (OSRAM) | 1976-05-31 |
| IE37077B1 (en) | 1977-04-27 |
| FR2160539A1 (OSRAM) | 1973-06-29 |
| DE2256622A1 (de) | 1973-05-24 |
| AU471822B2 (en) | 1976-05-06 |
| DD101890A5 (OSRAM) | 1973-11-20 |
| FR2160539B1 (OSRAM) | 1975-08-08 |
| US3816530A (en) | 1974-06-11 |
| SE380520B (sv) | 1975-11-10 |
| BE791536A (fr) | 1973-05-17 |
| GB1381178A (en) | 1975-01-22 |
| ES408730A1 (es) | 1976-03-01 |
| EG10761A (en) | 1976-05-31 |
| IE37077L (en) | 1973-05-19 |
| AT319966B (de) | 1975-01-27 |
| HU165712B (OSRAM) | 1974-10-28 |
| IL40814A0 (en) | 1973-01-30 |
| CS168010B2 (OSRAM) | 1976-05-28 |
| ZA728162B (en) | 1974-06-26 |
| LU66492A1 (OSRAM) | 1973-06-08 |
| AU4884272A (en) | 1974-05-16 |
| JPS4857942A (OSRAM) | 1973-08-14 |
| RO62757A (fr) | 1978-02-15 |
| NL7215048A (OSRAM) | 1973-05-22 |
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