NO120939B - - Google Patents
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- Publication number
- NO120939B NO120939B NO16637667A NO16637667A NO120939B NO 120939 B NO120939 B NO 120939B NO 16637667 A NO16637667 A NO 16637667A NO 16637667 A NO16637667 A NO 16637667A NO 120939 B NO120939 B NO 120939B
- Authority
- NO
- Norway
- Prior art keywords
- tribromo
- trichloro
- leukauramine
- halogen
- halogen substituent
- Prior art date
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 9
- 150000001448 anilines Chemical class 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 235000019441 ethanol Nutrition 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- YLZSIUVOIFJGQZ-UHFFFAOYSA-N bis[4-(dimethylamino)phenyl]methanol Chemical class C1=CC(N(C)C)=CC=C1C(O)C1=CC=C(N(C)C)C=C1 YLZSIUVOIFJGQZ-UHFFFAOYSA-N 0.000 claims description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 3
- 150000002367 halogens Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- 230000000274 adsorptive effect Effects 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 238000004040 coloring Methods 0.000 claims 1
- BUYMVQAILCEWRR-UHFFFAOYSA-N naled Chemical group COP(=O)(OC)OC(Br)C(Cl)(Cl)Br BUYMVQAILCEWRR-UHFFFAOYSA-N 0.000 claims 1
- -1 metabromo Chemical compound 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- MONCZSPIFIQNAX-UHFFFAOYSA-N 1-chloro-4-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene;dimethoxy-(4-nitrophenoxy)-sulfanylidene-$l^{5}-phosphane Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C=C1.C1=CC(Cl)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(Cl)C=C1 MONCZSPIFIQNAX-UHFFFAOYSA-N 0.000 description 1
- KQCMTOWTPBNWDB-UHFFFAOYSA-N 2,4-dichloroaniline Chemical compound NC1=CC=C(Cl)C=C1Cl KQCMTOWTPBNWDB-UHFFFAOYSA-N 0.000 description 1
- 125000006276 2-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C(*)C([H])=C1[H] 0.000 description 1
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 description 1
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 description 1
- PNPCRKVUWYDDST-UHFFFAOYSA-N 3-chloroaniline Chemical compound NC1=CC=CC(Cl)=C1 PNPCRKVUWYDDST-UHFFFAOYSA-N 0.000 description 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 1
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000974482 Aricia saepiolus Species 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 241001122767 Theaceae Species 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- HPTYUNKZVDYXLP-UHFFFAOYSA-N aluminum;trihydroxy(trihydroxysilyloxy)silane;hydrate Chemical compound O.[Al].[Al].O[Si](O)(O)O[Si](O)(O)O HPTYUNKZVDYXLP-UHFFFAOYSA-N 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- BUACSMWVFUNQET-UHFFFAOYSA-H dialuminum;trisulfate;hydrate Chemical compound O.[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O BUACSMWVFUNQET-UHFFFAOYSA-H 0.000 description 1
- 125000000950 dibromo group Chemical group Br* 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 125000004188 dichlorophenyl group Chemical group 0.000 description 1
- GXGAKHNRMVGRPK-UHFFFAOYSA-N dimagnesium;dioxido-bis[[oxido(oxo)silyl]oxy]silane Chemical compound [Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O GXGAKHNRMVGRPK-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052621 halloysite Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical compound C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229940099273 magnesium trisilicate Drugs 0.000 description 1
- 229910000386 magnesium trisilicate Inorganic materials 0.000 description 1
- 235000019793 magnesium trisilicate Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/24—Di-epoxy compounds carbocyclic
- C08G59/245—Di-epoxy compounds carbocyclic aromatic
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52065866A | 1966-01-14 | 1966-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO120939B true NO120939B (ar) | 1970-12-28 |
Family
ID=24073541
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO16637667A NO120939B (ar) | 1966-01-14 | 1967-01-13 |
Country Status (15)
| Country | Link |
|---|---|
| JP (2) | JPS4811719B1 (ar) |
| BE (1) | BE692621A (ar) |
| CA (1) | CA967153A (ar) |
| CH (1) | CH549585A (ar) |
| CY (1) | CY669A (ar) |
| DE (2) | DE1695841C3 (ar) |
| DK (1) | DK124406B (ar) |
| ES (4) | ES335613A1 (ar) |
| FI (1) | FI47190C (ar) |
| FR (1) | FR6110M (ar) |
| GB (2) | GB1179125A (ar) |
| IL (1) | IL27245A (ar) |
| NL (1) | NL144605B (ar) |
| NO (1) | NO120939B (ar) |
| SE (1) | SE349806B (ar) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4410328B2 (ja) * | 1998-12-14 | 2010-02-03 | 久光製薬株式会社 | オキソクアゼパムの製造方法 |
-
1967
- 1967-01-11 IL IL2724567A patent/IL27245A/en unknown
- 1967-01-11 CH CH54167A patent/CH549585A/de not_active IP Right Cessation
- 1967-01-13 DE DE1967SC040084 patent/DE1695841C3/de not_active Expired
- 1967-01-13 GB GB4699369A patent/GB1179125A/en not_active Expired
- 1967-01-13 CA CA980,377A patent/CA967153A/en not_active Expired
- 1967-01-13 ES ES335613A patent/ES335613A1/es not_active Expired
- 1967-01-13 DK DK21767A patent/DK124406B/da not_active IP Right Cessation
- 1967-01-13 FR FR91019A patent/FR6110M/fr not_active Expired
- 1967-01-13 GB GB189867A patent/GB1179124A/en not_active Expired
- 1967-01-13 FI FI9067A patent/FI47190C/fi active
- 1967-01-13 DE DE19671793682 patent/DE1793682A1/de active Pending
- 1967-01-13 NO NO16637667A patent/NO120939B/no unknown
- 1967-01-13 SE SE55167A patent/SE349806B/xx unknown
- 1967-01-13 BE BE692621D patent/BE692621A/xx not_active IP Right Cessation
- 1967-01-13 NL NL6700585A patent/NL144605B/xx not_active IP Right Cessation
- 1967-11-16 ES ES347271A patent/ES347271A1/es not_active Expired
- 1967-11-16 ES ES347270A patent/ES347270A1/es not_active Expired
- 1967-11-16 ES ES347269A patent/ES347269A1/es not_active Expired
-
1969
- 1969-05-21 JP JP3907469A patent/JPS4811719B1/ja active Pending
-
1970
- 1970-07-17 JP JP6220970A patent/JPS5224036B1/ja active Pending
-
1973
- 1973-01-18 CY CY66973A patent/CY669A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE349806B (ar) | 1972-10-09 |
| FI47190C (fi) | 1973-10-10 |
| FR6110M (ar) | 1968-06-17 |
| ES347271A1 (es) | 1969-01-16 |
| DE1793682A1 (de) | 1972-11-09 |
| CH549585A (en) | 1974-05-31 |
| GB1179124A (en) | 1970-01-28 |
| JPS5224036B1 (ar) | 1977-06-28 |
| NL6700585A (ar) | 1967-07-17 |
| ES347270A1 (es) | 1969-01-16 |
| ES335613A1 (es) | 1968-03-16 |
| BE692621A (ar) | 1967-07-13 |
| IL27245A (en) | 1972-08-30 |
| DE1695841B2 (de) | 1980-01-31 |
| GB1179125A (en) | 1970-01-28 |
| ES347269A1 (es) | 1969-01-16 |
| DE1695841A1 (de) | 1972-02-03 |
| DK124406B (da) | 1972-10-16 |
| NL144605B (nl) | 1975-01-15 |
| JPS4811719B1 (ar) | 1973-04-14 |
| DE1695841C3 (de) | 1980-10-02 |
| CY669A (en) | 1973-01-18 |
| CA967153A (en) | 1975-05-06 |
| FI47190B (ar) | 1973-07-02 |
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