NO116314B - - Google Patents
Info
- Publication number
- NO116314B NO116314B NO151385A NO15138563A NO116314B NO 116314 B NO116314 B NO 116314B NO 151385 A NO151385 A NO 151385A NO 15138563 A NO15138563 A NO 15138563A NO 116314 B NO116314 B NO 116314B
- Authority
- NO
- Norway
- Prior art keywords
- amino
- parts
- monohydrazide
- hydantoin
- general formula
- Prior art date
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- -1 oxy compound Chemical class 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 238000003776 cleavage reaction Methods 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 230000007017 scission Effects 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 26
- 239000000243 solution Substances 0.000 description 14
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 9
- 235000019441 ethanol Nutrition 0.000 description 9
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 8
- 229940091173 hydantoin Drugs 0.000 description 8
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 7
- 238000009835 boiling Methods 0.000 description 7
- 238000001816 cooling Methods 0.000 description 7
- 238000001704 evaporation Methods 0.000 description 7
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 239000012153 distilled water Substances 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 150000002576 ketones Chemical class 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 238000001953 recrystallisation Methods 0.000 description 5
- 150000005690 diesters Chemical class 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- KVYKDNGUEZRPGJ-UHFFFAOYSA-N 1-Aminohydantoin Chemical compound NN1CC(=O)NC1=O KVYKDNGUEZRPGJ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 150000001469 hydantoins Chemical class 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 208000004880 Polyuria Diseases 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 230000001882 diuretic effect Effects 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 150000002333 glycines Chemical class 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000006798 ring closing metathesis reaction Methods 0.000 description 2
- 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
- NBHBNYRLTADHQY-UHFFFAOYSA-N 1-benzyl-1h-indene Chemical group C1=CC2=CC=CC=C2C1CC1=CC=CC=C1 NBHBNYRLTADHQY-UHFFFAOYSA-N 0.000 description 1
- CRVHSDSPGOAKGG-UHFFFAOYSA-N 3-amino-5,5-diethylimidazolidine-2,4-dione Chemical compound CCC1(CC)NC(=O)N(N)C1=O CRVHSDSPGOAKGG-UHFFFAOYSA-N 0.000 description 1
- YKFDXIVYGSNJFX-UHFFFAOYSA-N 3-amino-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)NC(=O)N(N)C1=O YKFDXIVYGSNJFX-UHFFFAOYSA-N 0.000 description 1
- WDASILDKNHAVRK-UHFFFAOYSA-N 3-amino-5,5-diphenylimidazolidine-2,4-dione Chemical compound O=C1N(N)C(=O)NC1(C=1C=CC=CC=1)C1=CC=CC=C1 WDASILDKNHAVRK-UHFFFAOYSA-N 0.000 description 1
- UUAXCQAETZAFLN-UHFFFAOYSA-N 3-amino-5-methyl-5-(2-methylpropyl)imidazolidine-2,4-dione Chemical compound CC1(C(N(C(N1)=O)N)=O)CC(C)C UUAXCQAETZAFLN-UHFFFAOYSA-N 0.000 description 1
- PTVDNZQYPWTLBQ-UHFFFAOYSA-N 3-amino-5-methyl-5-phenylimidazolidine-2,4-dione Chemical compound C=1C=CC=CC=1C1(C)NC(=O)N(N)C1=O PTVDNZQYPWTLBQ-UHFFFAOYSA-N 0.000 description 1
- 125000002842 L-seryl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])O[H] 0.000 description 1
- 241001275117 Seres Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001371 alpha-amino acids Chemical class 0.000 description 1
- 235000008206 alpha-amino acids Nutrition 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229940053195 antiepileptics hydantoin derivative Drugs 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- KUAFMPWKUNNUEC-UHFFFAOYSA-N ethyl 1-aminocyclohexane-1-carboxylate Chemical compound CCOC(=O)C1(N)CCCCC1 KUAFMPWKUNNUEC-UHFFFAOYSA-N 0.000 description 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B32/00—Artificial stone not provided for in other groups of this subclass
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
- C04B35/01—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products based on oxide ceramics
- C04B35/16—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products based on oxide ceramics based on silicates other than clay
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B38/00—Porous mortars, concrete, artificial stone or ceramic ware; Preparation thereof
- C04B38/06—Porous mortars, concrete, artificial stone or ceramic ware; Preparation thereof by burning-out added substances by burning natural expanding materials or by sublimating or melting out added substances
- C04B38/063—Preparing or treating the raw materials individually or as batches
- C04B38/0635—Compounding ingredients
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/91—Use of waste materials as fillers for mortars or concrete
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Organic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Compositions Of Oxide Ceramics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE640107A BE640107A (de) | 1963-11-19 | 1963-11-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
NO116314B true NO116314B (de) | 1969-03-03 |
Family
ID=8579798
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO151385A NO116314B (de) | 1963-11-19 | 1963-12-24 |
Country Status (8)
Country | Link |
---|---|
BE (1) | BE640107A (de) |
CH (1) | CH442122A (de) |
DE (1) | DE1471294A1 (de) |
ES (1) | ES296995A1 (de) |
FR (1) | FR1380978A (de) |
GB (1) | GB1058615A (de) |
LU (1) | LU45070A1 (de) |
NO (1) | NO116314B (de) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DD242325A3 (de) * | 1983-05-27 | 1987-01-28 | Reiner Kinder | Verfahren zur herstellung hochporoeser mineralischer koerper mit polyformer struktur |
GB2202219B (en) * | 1987-02-10 | 1991-07-10 | London Brick Co | Brick manufacture |
US5268131A (en) * | 1989-11-30 | 1993-12-07 | Harrison George C | Method for making light weight ceramic particles |
US5583079A (en) * | 1994-07-19 | 1996-12-10 | Golitz; John T. | Ceramic products, of glass, fly ash and clay and methods of making the same |
-
1963
- 1963-11-19 BE BE640107A patent/BE640107A/xx unknown
- 1963-12-20 LU LU45070A patent/LU45070A1/xx unknown
- 1963-12-24 NO NO151385A patent/NO116314B/no unknown
-
1964
- 1964-01-22 CH CH71264A patent/CH442122A/fr unknown
- 1964-01-23 FR FR59018342A patent/FR1380978A/fr not_active Expired
- 1964-01-30 GB GB400764A patent/GB1058615A/en not_active Expired
- 1964-02-15 DE DE19641471294 patent/DE1471294A1/de active Pending
- 1964-02-28 ES ES296995A patent/ES296995A1/es not_active Expired
Also Published As
Publication number | Publication date |
---|---|
ES296995A1 (es) | 1964-08-16 |
CH442122A (fr) | 1967-08-15 |
GB1058615A (en) | 1967-02-15 |
FR1380978A (fr) | 1964-12-04 |
BE640107A (de) | 1964-03-16 |
DE1471294A1 (de) | 1968-12-05 |
LU45070A1 (de) | 1964-02-20 |
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