DE2030798A1 - Verfahren zur Herstellung von Chlormethylentetracvclinen - Google Patents
Verfahren zur Herstellung von ChlormethylentetracvclinenInfo
- Publication number
- DE2030798A1 DE2030798A1 DE19702030798 DE2030798A DE2030798A1 DE 2030798 A1 DE2030798 A1 DE 2030798A1 DE 19702030798 DE19702030798 DE 19702030798 DE 2030798 A DE2030798 A DE 2030798A DE 2030798 A1 DE2030798 A1 DE 2030798A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- chloromethylene
- production
- alkyl sulfonic
- sulfonic acid
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- -1 chloromethylene Chemical group 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 15
- 239000004098 Tetracycline Substances 0.000 claims description 7
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 6
- 239000000460 chlorine Chemical group 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 235000019364 tetracycline Nutrition 0.000 claims description 4
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 claims description 3
- 229940040944 tetracyclines Drugs 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000012458 free base Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000011630 iodine Chemical group 0.000 claims description 2
- 229910052740 iodine Chemical group 0.000 claims description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 150000003522 tetracyclines Chemical class 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229960002180 tetracycline Drugs 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000003610 charcoal Substances 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 102000016736 Cyclin Human genes 0.000 description 1
- 108050006400 Cyclin Proteins 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
- 238000004816 paper chromatography Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229930101283 tetracycline Natural products 0.000 description 1
- 229960004989 tetracycline hydrochloride Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1879269 | 1969-06-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2030798A1 true DE2030798A1 (de) | 1971-01-07 |
Family
ID=11153440
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702030798 Pending DE2030798A1 (de) | 1969-06-27 | 1970-06-23 | Verfahren zur Herstellung von Chlormethylentetracvclinen |
Country Status (7)
| Country | Link |
|---|---|
| BR (1) | BR6915425D0 (enrdf_load_stackoverflow) |
| CH (1) | CH542185A (enrdf_load_stackoverflow) |
| DE (1) | DE2030798A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2053034B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1272519A (enrdf_load_stackoverflow) |
| NL (1) | NL7008784A (enrdf_load_stackoverflow) |
| SE (1) | SE360353B (enrdf_load_stackoverflow) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1430859A (enrdf_load_stackoverflow) * | 1960-05-23 | 1966-05-25 |
-
1969
- 1969-12-19 BR BR21542569A patent/BR6915425D0/pt unknown
-
1970
- 1970-06-16 NL NL7008784A patent/NL7008784A/xx unknown
- 1970-06-22 FR FR7022908A patent/FR2053034B1/fr not_active Expired
- 1970-06-23 SE SE864270A patent/SE360353B/xx unknown
- 1970-06-23 DE DE19702030798 patent/DE2030798A1/de active Pending
- 1970-06-23 GB GB3034670A patent/GB1272519A/en not_active Expired
- 1970-06-26 CH CH975170A patent/CH542185A/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BR6915425D0 (pt) | 1973-01-16 |
| SE360353B (enrdf_load_stackoverflow) | 1973-09-24 |
| CH542185A (de) | 1973-09-30 |
| FR2053034A1 (enrdf_load_stackoverflow) | 1971-04-16 |
| NL7008784A (enrdf_load_stackoverflow) | 1970-12-29 |
| GB1272519A (en) | 1972-05-03 |
| FR2053034B1 (enrdf_load_stackoverflow) | 1974-06-14 |
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