ES288219A1 - Procedure for the preparation of compounds of 2-guanidinoalcohil-1,4-benzodioxano (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of compounds of 2-guanidinoalcohil-1,4-benzodioxano (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES288219A1 ES288219A1 ES288219A ES288219A ES288219A1 ES 288219 A1 ES288219 A1 ES 288219A1 ES 288219 A ES288219 A ES 288219A ES 288219 A ES288219 A ES 288219A ES 288219 A1 ES288219 A1 ES 288219A1
- Authority
- ES
- Spain
- Prior art keywords
- compound
- formula
- salt
- cho
- lower alcohol
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
- C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D319/20—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring with substituents attached to the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A procedure for the preparation of compounds having the general formula ** (See formula) ** wherein each of R1 and R2 is a hydrogen, chlorine, bromine, iodine, lower alcohol or lower alkoxy, each of R3 and R4 is a hydrogen or a lower alcohol, each of R5 and R6 is a hydrogen, lower alcohol or lower acyl, or R5 and R6 taken together with the nitrogen atoms to which they are attached complete a heterocyclic ring, X is (-CH2-) n, -CH2NH-or -CH2-CH2-NH- in where n is an integer from one to six, and its acid addition salts, characterized by the reaction of a compound having the general formula ** (See formula) ** or an acid addition salt thereof wherein Compound II is a basic compound, wherein R1, R2, R3 and X are as defined above, Z is -NHR4, -OSO2R7 or -CHO where R4 is as defined above and R7 is an organic radical, X is (-CH2-) n when Z is -OSO2R7 or (-CH2-) n-1 when Z is -CHO; with a compound that has the formula ** (See formula) ** or acid addition salts thereof, where Y is -S-R8, ** (See formula) ** or -NHCN when Z is -NHR4; R8 is a lower alcohol and R9 and R10 are hydrogen or a lower alcohol, or Y is NHR4- when Z is -OSO2R7, or Y is NH2 when Z is -CHO, and, when Z is CHO, subsequently reducing the compound resulting hydrazone intermediate, the compound of formula II being a free base when the compound of formula III is a salt and Z is other than CHO, and the compound of formula III being a free base when the compound of formula II is a salt or with a compound having the formula NCY1 where Y1 is Br or NHR6, and, if Y1 is Br, then reacting the resulting product with an amine having the formula R6NH2 or its acid addition salt, being R6 as defined above, with compound II in which Z is -OSO2R7, if desired, first becoming the corresponding compound in which Z is -NHR4 by treatment with NH2R 4, or phthalimide and water, or with a metal azide, followed by reduction of the resulting organic azide; and, if desired, treating the salt of compound I with a base to obtain free basic compound I, or, if compound I is in its free base form, treating compound I with an acid to obtain the corresponding salt by addition of acid. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1967762 | 1962-05-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES288219A1 true ES288219A1 (en) | 1963-11-01 |
Family
ID=10133350
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES288219A Expired ES288219A1 (en) | 1962-05-22 | 1963-05-21 | Procedure for the preparation of compounds of 2-guanidinoalcohil-1,4-benzodioxano (Machine-translation by Google Translate, not legally binding) |
Country Status (11)
Country | Link |
---|---|
US (1) | US3247221A (en) |
AT (1) | AT251599B (en) |
BE (1) | BE632701A (en) |
BR (1) | BR6349262D0 (en) |
CH (1) | CH446389A (en) |
DE (1) | DE1518088A1 (en) |
DK (2) | DK107354C (en) |
ES (1) | ES288219A1 (en) |
FR (1) | FR3085M (en) |
GB (1) | GB1030752A (en) |
SE (1) | SE310498B (en) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1004468A (en) * | 1963-08-21 | 1965-09-15 | Pfizer Ltd | Chroman derivatives |
US3496183A (en) * | 1964-11-19 | 1970-02-17 | Egyt Gyogyszervegyeszeti Gyar | Beta-guanidino-ethyl-piperazine derivatives |
FR1476752A (en) * | 1966-02-28 | 1967-04-14 | Lipha | New heterocyclic guanidine derivatives and their preparation methods |
GB1215152A (en) * | 1967-04-11 | 1970-12-09 | Science Union & Cie | Biguanide derivatives and pharmaceutical preparations containing them |
US3882147A (en) * | 1969-06-09 | 1975-05-06 | Merck & Co Inc | 3-Hydroxy-3-(3,4-methylenedioxyphenylalkyl-3,4-dihydro-2H-1,5-benzodioxepin products |
US3700691A (en) * | 1969-06-09 | 1972-10-24 | Frosst & Co Charles E | 3,3-disubstituted-3,4-dihydrobenzodioxepins |
US3746724A (en) * | 1970-04-13 | 1973-07-17 | Ciba Geigy Corp | 3-guanidinoalkyl-thiophenes |
US3907793A (en) * | 1972-05-01 | 1975-09-23 | Merck & Co Inc | 3-Hydroxy-3-morpholino-loweralkyl-3,4-dihydro-2H-1,5-benzodioxepin products |
US4039676A (en) * | 1975-06-23 | 1977-08-02 | Ciba-Geigy Corporation | 2-piperidinoalkyl-1,4-benzodioxans |
US4129655A (en) * | 1976-04-26 | 1978-12-12 | Ciba-Geigy Corporation | Neuroleptic 2-piperidinoalkyl-1,4-benzodioxans |
US6162455A (en) * | 1997-01-22 | 2000-12-19 | American Cyanamid Company | Method for increasing lean meat, improving the lean meat to fat ratio and improving amino acid utilization in warm-blooded animals |
WO2009089053A1 (en) * | 2008-01-11 | 2009-07-16 | Nektar Therapeutics Al, Corporation | Oligomer-guanidine class conjugates |
CN105061392B (en) * | 2015-07-20 | 2017-07-18 | 上海现代哈森(商丘)药业有限公司 | A kind of guanoxan sulfate synthetic method |
-
0
- GB GB1030752D patent/GB1030752A/en active Active
- BE BE632701D patent/BE632701A/xx unknown
-
1963
- 1963-05-16 US US281048A patent/US3247221A/en not_active Expired - Lifetime
- 1963-05-18 DE DE19631518088 patent/DE1518088A1/en not_active Withdrawn
- 1963-05-21 DK DK241663AA patent/DK107354C/en active
- 1963-05-21 BR BR149262/63A patent/BR6349262D0/en unknown
- 1963-05-21 DK DK177465AA patent/DK107355C/en active
- 1963-05-21 ES ES288219A patent/ES288219A1/en not_active Expired
- 1963-05-22 AT AT416463A patent/AT251599B/en active
- 1963-05-22 SE SE5695/63A patent/SE310498B/xx unknown
- 1963-05-22 FR FR935737A patent/FR3085M/en active Active
- 1963-05-22 CH CH641863A patent/CH446389A/en unknown
Also Published As
Publication number | Publication date |
---|---|
AT251599B (en) | 1967-01-10 |
DE1518088A1 (en) | 1969-11-27 |
DK107355C (en) | 1967-05-22 |
DK107354C (en) | 1967-05-22 |
GB1030752A (en) | |
FR3085M (en) | 1965-01-25 |
US3247221A (en) | 1966-04-19 |
CH446389A (en) | 1967-11-15 |
BR6349262D0 (en) | 1973-08-02 |
SE310498B (en) | 1969-05-05 |
BE632701A (en) |
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