NO130062B - - Google Patents
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- Publication number
- NO130062B NO130062B NO01576/70A NO157670A NO130062B NO 130062 B NO130062 B NO 130062B NO 01576/70 A NO01576/70 A NO 01576/70A NO 157670 A NO157670 A NO 157670A NO 130062 B NO130062 B NO 130062B
- Authority
- NO
- Norway
- Prior art keywords
- hydrochloride
- water
- levorotatory
- mixture
- phenyl
- Prior art date
Links
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 8
- 150000003840 hydrochlorides Chemical class 0.000 claims description 3
- 239000007791 liquid phase Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 239000000126 substance Substances 0.000 description 6
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 229940095064 tartrate Drugs 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 230000000507 anthelmentic effect Effects 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000005440 p-toluyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C(*)=O)C([H])([H])[H] 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- NSFIAKFOCAEBER-UHFFFAOYSA-N 2,3-dihydroxy-2,3-bis(4-methylphenyl)butanedioic acid Chemical compound C1=CC(C)=CC=C1C(O)(C(O)=O)C(O)(C(O)=O)C1=CC=C(C)C=C1 NSFIAKFOCAEBER-UHFFFAOYSA-N 0.000 description 1
- WECIKJKLCDCIMY-UHFFFAOYSA-N 2-chloro-n-(2-cyanoethyl)acetamide Chemical compound ClCC(=O)NCCC#N WECIKJKLCDCIMY-UHFFFAOYSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 235000016499 Oxalis corniculata Nutrition 0.000 description 1
- 240000007019 Oxalis corniculata Species 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 150000008043 acidic salts Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- MIOPJNTWMNEORI-UHFFFAOYSA-N camphorsulfonic acid Chemical class C1CC2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 210000004534 cecum Anatomy 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010408 sweeping Methods 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6913030A FR2041445A5 (enExample) | 1969-04-24 | 1969-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO130062B true NO130062B (enExample) | 1974-07-01 |
Family
ID=9033017
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO01576/70A NO130062B (enExample) | 1969-04-24 | 1970-04-23 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3646051A (enExample) |
| AT (1) | AT294083B (enExample) |
| BE (1) | BE749442A (enExample) |
| CH (1) | CH504455A (enExample) |
| DK (1) | DK132325C (enExample) |
| ES (1) | ES379008A1 (enExample) |
| FI (1) | FI52095C (enExample) |
| FR (1) | FR2041445A5 (enExample) |
| GB (1) | GB1265765A (enExample) |
| IL (1) | IL34373A (enExample) |
| NL (1) | NL7005495A (enExample) |
| NO (1) | NO130062B (enExample) |
| SE (1) | SE364035B (enExample) |
| ZA (1) | ZA702729B (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104557979A (zh) * | 2013-10-23 | 2015-04-29 | 丹阳恒安化学科技研究所有限公司 | 盐酸左旋咪唑的制备方法 |
-
1969
- 1969-04-24 FR FR6913030A patent/FR2041445A5/fr not_active Expired
-
1970
- 1970-04-14 US US28513A patent/US3646051A/en not_active Expired - Lifetime
- 1970-04-16 NL NL7005495A patent/NL7005495A/xx unknown
- 1970-04-23 ZA ZA702729A patent/ZA702729B/xx unknown
- 1970-04-23 IL IL34373A patent/IL34373A/en unknown
- 1970-04-23 CH CH612970A patent/CH504455A/fr not_active IP Right Cessation
- 1970-04-23 BE BE749442D patent/BE749442A/xx not_active IP Right Cessation
- 1970-04-23 GB GB1265765D patent/GB1265765A/en not_active Expired
- 1970-04-23 NO NO01576/70A patent/NO130062B/no unknown
- 1970-04-23 DK DK206470A patent/DK132325C/da not_active IP Right Cessation
- 1970-04-23 SE SE05646/70A patent/SE364035B/xx unknown
- 1970-04-24 ES ES379008A patent/ES379008A1/es not_active Expired
- 1970-04-24 FI FI701155A patent/FI52095C/fi active
- 1970-04-24 AT AT376770A patent/AT294083B/de active
Also Published As
| Publication number | Publication date |
|---|---|
| DK132325C (da) | 1976-04-26 |
| DE2020142B2 (de) | 1977-04-28 |
| IL34373A0 (en) | 1970-06-17 |
| US3646051A (en) | 1972-02-29 |
| ES379008A1 (es) | 1972-08-01 |
| CH504455A (fr) | 1971-03-15 |
| SE364035B (enExample) | 1974-02-11 |
| FI52095B (enExample) | 1977-02-28 |
| IL34373A (en) | 1973-04-30 |
| NL7005495A (enExample) | 1970-10-27 |
| ZA702729B (en) | 1971-01-27 |
| DK132325B (da) | 1975-11-24 |
| AT294083B (de) | 1971-11-10 |
| DE2020142A1 (de) | 1970-10-29 |
| GB1265765A (enExample) | 1972-03-08 |
| BE749442A (fr) | 1970-10-23 |
| FR2041445A5 (enExample) | 1971-01-29 |
| FI52095C (fi) | 1977-06-10 |
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