NO121308B - - Google Patents

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Info

Publication number: NO121308B
Authority: NO; Norway
Prior art keywords: chloramphenicol; chloride; mol; solution; oxyacid
Prior art date: 1966-03-01

Application number

NO167065A

Other languages

English (en)

Norwegian (no)

Inventor

K Kjaergaard

Original Assignee

Gw Sprinkler As

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.)

1966-03-01

Filing date

1967-02-28

Publication date

1971-02-08

1966-03-01 Priority claimed from DK105266A external-priority patent/DK116842B/da

1966-12-05 Priority claimed from DK628066A external-priority patent/DK122367B/da

1967-02-28 Application filed by Gw Sprinkler As filed Critical Gw Sprinkler As

1971-02-08 Publication of NO121308B publication Critical patent/NO121308B/no

Links

WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical class ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 claims description 40
229960005091 chloramphenicol Drugs 0.000 claims description 38
239000000203 mixture Substances 0.000 claims description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
150000002148 esters Chemical class 0.000 claims description 9
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
239000002253 acid Substances 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 6
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
238000002844 melting Methods 0.000 claims description 4
230000008018 melting Effects 0.000 claims description 4
238000001953 recrystallisation Methods 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
235000019439 ethyl acetate Nutrition 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
230000009967 tasteless effect Effects 0.000 claims description 2
239000000243 solution Substances 0.000 description 32
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 24
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 16
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
239000000047 product Substances 0.000 description 12
238000003756 stirring Methods 0.000 description 12
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 12
239000000126 substance Substances 0.000 description 11
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 8
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 7
150000005690 diesters Chemical class 0.000 description 7
238000007710 freezing Methods 0.000 description 7
230000008014 freezing Effects 0.000 description 7
239000011541 reaction mixture Substances 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
239000000725 suspension Substances 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
125000002252 acyl group Chemical group 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
229910052938 sodium sulfate Inorganic materials 0.000 description 4
235000011152 sodium sulphate Nutrition 0.000 description 4
QUSKDDUBDHHWTF-UHFFFAOYSA-N 2-hydroxy-3-oxohexanoyl chloride Chemical compound C(CCC)(=O)C(C(=O)Cl)O QUSKDDUBDHHWTF-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000002425 crystallisation Methods 0.000 description 3
230000008025 crystallization Effects 0.000 description 3
239000012452 mother liquor Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
235000017557 sodium bicarbonate Nutrition 0.000 description 3
239000002904 solvent Substances 0.000 description 3
JNCAWSNHLHBEIS-UHFFFAOYSA-N (2-chloro-2-oxoethyl) octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(Cl)=O JNCAWSNHLHBEIS-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
239000013078 crystal Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000001914 filtration Methods 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
230000001225 therapeutic effect Effects 0.000 description 2
238000002560 therapeutic procedure Methods 0.000 description 2
HZDNNJABYXNPPV-UHFFFAOYSA-N (2-chloro-2-oxoethyl) acetate Chemical compound CC(=O)OCC(Cl)=O HZDNNJABYXNPPV-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
ZCWFUSQQIIEPSA-UHFFFAOYSA-N 2-hydroxy-3-oxo-2-phenylicosanoyl chloride Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)C(C(=O)Cl)(O)C1=CC=CC=C1 ZCWFUSQQIIEPSA-UHFFFAOYSA-N 0.000 description 1
ZIWQTDIDVQRWAH-UHFFFAOYSA-N 2-hydroxy-3-oxobutanoyl chloride Chemical compound CC(=O)C(O)C(Cl)=O ZIWQTDIDVQRWAH-UHFFFAOYSA-N 0.000 description 1
GQKIPHLPMKOMBV-UHFFFAOYSA-N 2-hydroxy-3-oxohexanoic acid Chemical compound CCCC(=O)C(O)C(O)=O GQKIPHLPMKOMBV-UHFFFAOYSA-N 0.000 description 1
LCIMJULVQOQTEZ-UHFFFAOYSA-N 2-hydroxyacetyl chloride Chemical compound OCC(Cl)=O LCIMJULVQOQTEZ-UHFFFAOYSA-N 0.000 description 1
HWLBIEAKJSRKOD-UHFFFAOYSA-N 2-octadecanoyloxyacetic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)=O HWLBIEAKJSRKOD-UHFFFAOYSA-N 0.000 description 1
XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
238000006418 Brown reaction Methods 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
102000004190 Enzymes Human genes 0.000 description 1
108090000790 Enzymes Proteins 0.000 description 1
AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 description 1
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 1
235000021314 Palmitic acid Nutrition 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
QMGGUIASDZZMHS-UHFFFAOYSA-N Stearoyllactic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C(O)=O QMGGUIASDZZMHS-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
230000010933 acylation Effects 0.000 description 1
238000005917 acylation reaction Methods 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
229940088710 antibiotic agent Drugs 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
230000003385 bacteriostatic effect Effects 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
150000001649 bromium compounds Chemical class 0.000 description 1
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
239000002775 capsule Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
239000012230 colorless oil Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
239000008298 dragée Substances 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000012530 fluid Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
238000010255 intramuscular injection Methods 0.000 description 1
239000007927 intramuscular injection Substances 0.000 description 1
238000011835 investigation Methods 0.000 description 1
244000005700 microbiome Species 0.000 description 1
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000006188 syrup Substances 0.000 description 1
238000002211 ultraviolet spectrum Methods 0.000 description 1
239000000052 vinegar Substances 0.000 description 1
235000021419 vinegar Nutrition 0.000 description 1

Classifications

- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16K—VALVES; TAPS; COCKS; ACTUATING-FLOATS; DEVICES FOR VENTING OR AERATING
- F16K31/00—Actuating devices; Operating means; Releasing devices
- F16K31/12—Actuating devices; Operating means; Releasing devices actuated by fluid
- F16K31/126—Actuating devices; Operating means; Releasing devices actuated by fluid the fluid acting on a diaphragm, bellows, or the like
- F16K31/1268—Actuating devices; Operating means; Releasing devices actuated by fluid the fluid acting on a diaphragm, bellows, or the like with a plurality of the diaphragms
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62C—FIRE-FIGHTING
- A62C35/00—Permanently-installed equipment
- A62C35/58—Pipe-line systems
- A62C35/60—Pipe-line systems wet, i.e. containing extinguishing material even when not in use
- A62C35/605—Pipe-line systems wet, i.e. containing extinguishing material even when not in use operating and sounding alarm automatically
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16K—VALVES; TAPS; COCKS; ACTUATING-FLOATS; DEVICES FOR VENTING OR AERATING
- F16K31/00—Actuating devices; Operating means; Releasing devices
- F16K31/12—Actuating devices; Operating means; Releasing devices actuated by fluid
- F16K31/36—Actuating devices; Operating means; Releasing devices actuated by fluid in which fluid from the circuit is constantly supplied to the fluid motor
- F16K31/363—Actuating devices; Operating means; Releasing devices actuated by fluid in which fluid from the circuit is constantly supplied to the fluid motor the fluid acting on a piston

Landscapes

Engineering & Computer Science (AREA)
General Engineering & Computer Science (AREA)
Mechanical Engineering (AREA)
Health & Medical Sciences (AREA)
Public Health (AREA)
Business, Economics & Management (AREA)
Emergency Management (AREA)
Fire-Extinguishing By Fire Departments, And Fire-Extinguishing Equipment And Control Thereof (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Fluid-Driven Valves (AREA)

NO167065A 1966-03-01 1967-02-28 NO121308B (xx)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DK105266A DK116842B (da)	1966-03-01	1966-03-01	Ventilarrangement til sprinkleranlæg.
DK628066A DK122367B (da)	1966-12-05	1966-12-05	Styreventil til et ventilarrangement for et sprinkleranlæg.

Publications (1)

Publication Number	Publication Date
NO121308B true NO121308B (xx)	1971-02-08

Family

ID=26065135

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO167065A NO121308B (xx)	1966-03-01	1967-02-28

Country Status (7)

Country	Link
US (1)	US3451482A (xx)
DE (1)	DE1708087A1 (xx)
FI (1)	FI42801B (xx)
GB (1)	GB1173088A (xx)
NL (1)	NL6703303A (xx)
NO (1)	NO121308B (xx)
SE (1)	SE324107B (xx)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US20110253395A1 (en) *	2006-12-15	2011-10-20	Long Robert A	Non-Differential Dry Pipe Valve and Fire Suppression System and Method Thereof
US10596401B2 (en)	2016-08-11	2020-03-24	Victaulic Company	Modular valve assembly
US20180193681A1 (en)	2017-01-06	2018-07-12	Globe Fire Sprinkler Corporation	Control valve assembly with test, drain and adjustable pressure relief valve
MX2020010222A (es)	2018-03-29	2021-01-15	Victaulic Co Of America	Ensamble de válvula de retención y control de combinación para un sistema de tuberías húmedas.
WO2021055730A1 (en)	2019-09-20	2021-03-25	Victaulic Company	Ball valve assembly

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US480747A (en) *		1892-08-16		Sprinkler system

1967
- 1967-02-22 GB GB8564/67A patent/GB1173088A/en not_active Expired
- 1967-02-23 SE SE2535/67A patent/SE324107B/xx unknown
- 1967-02-24 DE DE19671708087 patent/DE1708087A1/de active Pending
- 1967-02-27 US US618904A patent/US3451482A/en not_active Expired - Lifetime
- 1967-02-27 FI FI0576/67A patent/FI42801B/fi active
- 1967-02-28 NO NO167065A patent/NO121308B/no unknown
- 1967-02-28 NL NL6703303A patent/NL6703303A/xx unknown

Also Published As

Publication number	Publication date
FI42801B (xx)	1970-06-30
DE1708087A1 (de)	1971-02-25
SE324107B (xx)	1970-05-19
US3451482A (en)	1969-06-24
NL6703303A (xx)	1967-09-04
GB1173088A (en)	1969-12-03

Publication	Publication Date	Title
US2183589A (en)	1939-12-19	Derivatives of compounds of the
Baer et al.	1945	Synthesis of a homologous series of optically active normal aliphatic α-monoglycerides (L-series)
Fletcher Jr et al.	1947	1, 5-Anhydro-xylitol
Jeanloz et al.	1948	1, 5-Anhydroribitol
NO121308B (xx)	1971-02-08
Wintersteiner et al.	1943	The Preparation and Properties of the 7-Epimeric Cholestanediols-3 (β), 7
NO750294L (xx)	1975-08-25
DE3405663A1 (de)	1985-08-22	Verfahren zur herstellung von scyllo-inosit
Chang et al.	1957	Seroflocculating steroids. III. 1 Chloro and other bile acid derivatives2
Daubert	1940	Preparation of Fatty Acid beta-Monoglycerides
PL72564B1 (en)	1974-08-30	Resolution process[us3646118a]
DE2167180B1 (de)	1980-12-18	Methyl-7-desoxy-7(S)-methoxy-alpha-thiolincosaminid und Verfahren zu dessen Herstellung
Montgomery et al.	1934	Three Crystalline Hexaacetates of d-α-Mannoheptose1
US2838552A (en)	1958-06-10	New chloramphenicol esters and method of synthesizing same
Clutterbuck et al.	1931	Studies in the Biochemistry of Micro-organisms. Part XVI—On the production from Glucose by Penicillium Spiculisporum Lehman of a new polybasic fatty acid, C17 H28 O6 (the lactone of γ-hydroxy-βδ-dicarboxypentadecoic acid)
ES2200327T3 (es)	2004-03-01	Procedimiento para la obtencion de alcoholes grasos insaturados con un comportamiento mejorado en frio.
Robbins et al.	1940	Some fully acetylated sugar acids and their derivatives
US2798879A (en)	1957-07-09	19-nortestosterone acylates and 3-enol acylates thereof
Ikan et al.	1971	Synthesis of. beta.-sitosteryl acetate [(24 R)-24-ethyl-3. beta.-acetoxycholest-5-ene] and its 24 S epimer
US2693475A (en)	1954-11-02	Process for preparing precalciferol
US3382251A (en)	1968-05-07	Benzylidenic derivatives of substituted gamma-lactones and their process of preparation
US2855412A (en)	1958-10-07	16-iodoestrone ethers and esters
Pacsu	1932	Studies in the ketone sugar series. I. A novel form of stereoisomerism in the sugar group. The acetyl and halogeno-acetyl derivatives of turanose1
US2103522A (en)	1937-12-28	Therapeutic composition
US2540307A (en)	1951-02-06	3, 4-diethoxymandelic acid and process for preparing same