SU550983A3 - Способ получени производных галофенилтиоацетамидоцефалоспорина - Google Patents
Способ получени производных галофенилтиоацетамидоцефалоспоринаInfo
- Publication number
- SU550983A3 SU550983A3 SU1881936A SU1881936A SU550983A3 SU 550983 A3 SU550983 A3 SU 550983A3 SU 1881936 A SU1881936 A SU 1881936A SU 1881936 A SU1881936 A SU 1881936A SU 550983 A3 SU550983 A3 SU 550983A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- spectrum
- halophenylthioacetamido
- phenyl ring
- methyl
- acid
- Prior art date
Links
- 229930186147 Cephalosporin Natural products 0.000 title claims description 3
- 229940124587 cephalosporin Drugs 0.000 title claims description 3
- 150000001780 cephalosporins Chemical class 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- 229910052801 chlorine Chemical group 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical group C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 239000000460 chlorine Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000002184 metal Chemical group 0.000 claims 1
- 238000010521 absorption reaction Methods 0.000 description 14
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- -1 alkylene hydride Chemical class 0.000 description 12
- 239000000243 solution Substances 0.000 description 9
- 238000002329 infrared spectrum Methods 0.000 description 8
- 238000002211 ultraviolet spectrum Methods 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 159000000000 sodium salts Chemical class 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000010933 acylation Effects 0.000 description 3
- 238000005917 acylation reaction Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000006188 syrup Substances 0.000 description 3
- 235000020357 syrup Nutrition 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- YGBFLZPYDUKSPT-MRVPVSSYSA-N cephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)C[C@H]21 YGBFLZPYDUKSPT-MRVPVSSYSA-N 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- JVCMMSGOOCDIMV-UHFFFAOYSA-N 2-(2,5-dichlorophenyl)ethanethioamide Chemical compound NC(=S)CC1=CC(Cl)=CC=C1Cl JVCMMSGOOCDIMV-UHFFFAOYSA-N 0.000 description 1
- KBDQNOMRWXPWIY-UHFFFAOYSA-N 2-(3,4-dichlorophenyl)sulfanylacetic acid Chemical compound OC(=O)CSC1=CC=C(Cl)C(Cl)=C1 KBDQNOMRWXPWIY-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-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
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 description 1
- NFOIKZGFOUOISC-UHFFFAOYSA-N SC1=CC=C(N1C)C1=NC=CC1=C1N=CC=C1 Chemical compound SC1=CC=C(N1C)C1=NC=CC1=C1N=CC=C1 NFOIKZGFOUOISC-UHFFFAOYSA-N 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000008063 pharmaceutical solvent Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 0.000 description 1
Landscapes
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28822772A | 1972-09-11 | 1972-09-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU550983A3 true SU550983A3 (ru) | 1977-03-15 |
Family
ID=23106283
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1881936A SU550983A3 (ru) | 1972-09-11 | 1973-01-29 | Способ получени производных галофенилтиоацетамидоцефалоспорина |
| SU7502118340A SU603344A3 (ru) | 1972-09-11 | 1975-04-01 | Способ получени производных галофенилтиоацетамидоцефалоспорина или их солей |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7502118340A SU603344A3 (ru) | 1972-09-11 | 1975-04-01 | Способ получени производных галофенилтиоацетамидоцефалоспорина или их солей |
Country Status (5)
| Country | Link |
|---|---|
| CS (2) | CS193471B2 (enrdf_load_stackoverflow) |
| DD (1) | DD102706A5 (enrdf_load_stackoverflow) |
| PL (1) | PL87708B1 (enrdf_load_stackoverflow) |
| RO (2) | RO60576A (enrdf_load_stackoverflow) |
| SU (2) | SU550983A3 (enrdf_load_stackoverflow) |
-
1972
- 1972-12-29 DD DD16799172A patent/DD102706A5/xx unknown
-
1973
- 1973-01-27 PL PL16043973A patent/PL87708B1/pl unknown
- 1973-01-29 CS CS67373A patent/CS193471B2/cs unknown
- 1973-01-29 CS CS775418A patent/CS193494B2/cs unknown
- 1973-01-29 SU SU1881936A patent/SU550983A3/ru active
- 1973-01-29 RO RO7363673A patent/RO60576A/ro unknown
- 1973-01-29 RO RO8221973A patent/RO63459A/ro unknown
-
1975
- 1975-04-01 SU SU7502118340A patent/SU603344A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| RO63459A (fr) | 1978-08-15 |
| DD102706A5 (enrdf_load_stackoverflow) | 1973-12-20 |
| PL87708B1 (enrdf_load_stackoverflow) | 1976-07-31 |
| CS193494B2 (en) | 1979-10-31 |
| CS193471B2 (en) | 1979-10-31 |
| SU603344A3 (ru) | 1978-04-15 |
| RO60576A (enrdf_load_stackoverflow) | 1976-07-15 |
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