NO130196B - - Google Patents

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Info

Publication number: NO130196B
Authority: NO; Norway
Prior art keywords: propyl; sulfamylaniline; nitro; nitrobenzene; equivalents
Prior art date: 1970-11-13

Application number

NO416271A

Other languages

English (en)

Norwegian (no)

Inventor

C Thysell

Original Assignee

Infondo Ab

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.)

1970-11-13

Filing date

1971-11-11

Publication date

1974-07-22

1971-11-11 Application filed by Infondo Ab filed Critical Infondo Ab

1974-07-22 Publication of NO130196B publication Critical patent/NO130196B/no

Links

LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
238000000034 method Methods 0.000 description 5
239000002934 diuretic Substances 0.000 description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
230000001225 therapeutic effect Effects 0.000 description 3
QHCZDKXNZYVMLK-UHFFFAOYSA-N 2-nitro-1-[(2-nitro-4-propylphenyl)disulfanyl]-4-propylbenzene Chemical compound C(CC)C1=CC(=C(C=C1)SSC1=C(C=C(C=C1)CCC)[N+](=O)[O-])[N+](=O)[O-] QHCZDKXNZYVMLK-UHFFFAOYSA-N 0.000 description 2
VUEQOXSDRKUAMT-UHFFFAOYSA-N 2-nitro-4-propylbenzenesulfonyl chloride Chemical compound CCCC1=CC=C(S(Cl)(=O)=O)C([N+]([O-])=O)=C1 VUEQOXSDRKUAMT-UHFFFAOYSA-N 0.000 description 2
-1 5-propyl-nitrobenzene-2-sulfonyl- Chemical group 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
230000002159 abnormal effect Effects 0.000 description 2
238000009835 boiling Methods 0.000 description 2
230000001882 diuretic effect Effects 0.000 description 2
230000001452 natriuretic effect Effects 0.000 description 2
WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
230000000894 saliuretic effect Effects 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
AJROIZQKCBJXIS-UHFFFAOYSA-N 1-bromo-2-nitro-4-propylbenzene Chemical compound CCCC1=CC=C(Br)C([N+]([O-])=O)=C1 AJROIZQKCBJXIS-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
206010007559 Cardiac failure congestive Diseases 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
206010019280 Heart failures Diseases 0.000 description 1
206010030113 Oedema Diseases 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
241000158147 Sator Species 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
239000005864 Sulphur Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000007658 benzothiadiazines Chemical class 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
239000013078 crystal Substances 0.000 description 1
239000003792 electrolyte Substances 0.000 description 1
239000012259 ether extract Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000013049 sediment Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
SRRKNRDXURUMPP-UHFFFAOYSA-N sodium disulfide Chemical compound [Na+].[Na+].[S-][S-] SRRKNRDXURUMPP-UHFFFAOYSA-N 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1

Classifications

- E—FIXED CONSTRUCTIONS
- E01—CONSTRUCTION OF ROADS, RAILWAYS, OR BRIDGES
- E01C—CONSTRUCTION OF, OR SURFACES FOR, ROADS, SPORTS GROUNDS, OR THE LIKE; MACHINES OR AUXILIARY TOOLS FOR CONSTRUCTION OR REPAIR
- E01C21/00—Apparatus or processes for surface soil stabilisation for road building or like purposes, e.g. mixing local aggregate with binder

Landscapes

Engineering & Computer Science (AREA)
Architecture (AREA)
Civil Engineering (AREA)
Structural Engineering (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Consolidation Of Soil By Introduction Of Solidifying Substances Into Soil (AREA)

NO416271A 1970-11-13 1971-11-11 NO130196B (da)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
SE1535870A SE357785B (da)	1970-11-13	1970-11-13

Publications (1)

Publication Number	Publication Date
NO130196B true NO130196B (da)	1974-07-22

Family

ID=20300531

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO416271A NO130196B (da)	1970-11-13	1971-11-11

Country Status (7)

Country	Link
DE (1)	DE2156177A1 (da)
DK (1)	DK132963C (da)
FI (1)	FI54957C (da)
FR (1)	FR2131258A5 (da)
IT (1)	IT941744B (da)
NO (1)	NO130196B (da)
SE (1)	SE357785B (da)

1970
- 1970-11-13 SE SE1535870A patent/SE357785B/xx unknown
1971
- 1971-11-10 DK DK550871A patent/DK132963C/da active
- 1971-11-11 NO NO416271A patent/NO130196B/no unknown
- 1971-11-12 FR FR7140490A patent/FR2131258A5/fr not_active Expired
- 1971-11-12 FI FI324871A patent/FI54957C/fi active
- 1971-11-12 IT IT3104771A patent/IT941744B/it active
- 1971-11-12 DE DE19712156177 patent/DE2156177A1/de active Pending

Also Published As

Publication number	Publication date
FR2131258A5 (da)	1972-11-10
SE357785B (da)	1973-07-09
DK132963C (da)	1976-08-02
DE2156177A1 (de)	1972-06-22
FI54957C (fi)	1979-04-10
DK132963B (da)	1976-03-01
FI54957B (fi)	1978-12-29
IT941744B (it)	1973-03-10

Publication	Publication Date	Title
CH381706A (de)	1964-09-15	Verfahren zur Herstellung von Sulfamylanthranilsäuren
US2965656A (en)	1960-12-20	Process for preparing substituted 1-amino-2, 4-benzene-disulfonamides
US2965655A (en)	1960-12-20	Process for preparing substituted 1-amino 2, 4-benzene-disulfonamides
US4963679A (en)	1990-10-16	Process for preparing bis (3,5-dioxopiperazinyl) alkanes or alkenes
US2952680A (en)	1960-09-13	Derivatives of x-quevazolone
US2966495A (en)	1960-12-27	Production of nu,nu'-bis-(thiocarbamyl)-hydrazine and 2-amino-5-mercapto-1, 3, 4-thiadiazole
Crowther et al.	1949	274. Synthetic antimalarials. Part XXXIX. Dialkylaminoalkylaminoquinoxalines
SU486508A3 (ru)	1975-09-30	Способ получени замещенных гуанидинофенилмочевины
US3085110A (en)	1963-04-09	Resolution of n-d-and n-1-sec-butylcyclo-hexylamine by methyl hydrogen di-benzoyl-d tartrate
US3287396A (en)	1966-11-22	Phenyldesoxythyronines
Borrows et al.	1949	S 44. The synthesis of thyroxine and related substances. Part III. The synthesis of thyroxine from 2: 6-dinitrodiphenyl ethers
US3301896A (en)	1967-01-31	1-(cyclopropylcarbonyl) ureas
US2846469A (en)	1958-08-05	Method of preparing synthetic dl-3 monoamide of 1-aminoglutaric acid (dl-glutamine)
US3203987A (en)	1965-08-31	4-halo-3-sulfamoylbenzamides and methods of preparing the same
EP0053714B1 (de)	1984-08-29	Solvatisierte Salze von 2,4-Dinitrophenyl-cyanamiden, Verfahren zu ihrer Herstellung und ihre Verwendung
US2199568A (en)	1940-05-07	Manufacture of 1-methyl-4-chloro-5-hydroxynaphthalene-11-sulphonic acid
US4288615A (en)	1981-09-08	Process for recovering 3-nitrobenzoic acid
US2496364A (en)	1950-02-07	3 - sulfanilamido-benzotriazines-1,2,4 and method for their preparation
US2100242A (en)	1937-11-23	Preparation of 2-chloro-5-aminobenzoic acid
AT206431B (de)	1959-11-25	Verfahren zur Herstellung von Disulfamylanilinverbindungen
Kahn et al.	1949	452. Some derivatives of 1: 3-dimethyl-2-azafluorenone
JPS603390B2 (ja)	1985-01-28	イミダゾ−ルカルボン酸の合成方法
US1922205A (en)	1933-08-15	2-carboxy-5-amino diphenyl
Bolser et al.	1923	The Reaction of Carbon Disulfide on Para-Phenylenediamine
AT262970B (de)	1968-07-10	Verfahren zur Herstellung des neuen 2-(2',3',5',6'-Tetramethylbenzyl)-2-propylamins und dessen Salze