JPH0425265B2 - - Google Patents
Info
- Publication number
- JPH0425265B2 JPH0425265B2 JP58017934A JP1793483A JPH0425265B2 JP H0425265 B2 JPH0425265 B2 JP H0425265B2 JP 58017934 A JP58017934 A JP 58017934A JP 1793483 A JP1793483 A JP 1793483A JP H0425265 B2 JPH0425265 B2 JP H0425265B2
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- uracil
- reaction solution
- fluorouracil
- solution
- 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.)
- Expired - Lifetime
Links
- 238000006243 chemical reaction Methods 0.000 claims description 56
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 claims description 44
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 39
- 229940035893 uracil Drugs 0.000 claims description 22
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims description 21
- 229960002949 fluorouracil Drugs 0.000 claims description 21
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 20
- 229910052731 fluorine Inorganic materials 0.000 claims description 20
- 239000011737 fluorine Substances 0.000 claims description 20
- 239000007789 gas Substances 0.000 claims description 20
- 229960002050 hydrofluoric acid Drugs 0.000 claims description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
- 229910001873 dinitrogen Inorganic materials 0.000 claims description 9
- 239000011261 inert gas Substances 0.000 claims description 7
- 239000000706 filtrate Substances 0.000 claims description 5
- 238000004064 recycling Methods 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- -1 hydroxy-5,6-dihydrouracil hydrate Chemical compound 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 description 45
- 238000000034 method Methods 0.000 description 11
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 6
- 238000003682 fluorination reaction Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- CHKNCYMZKWUVGY-UHFFFAOYSA-N 5-fluoro-6-hydroxy-1,3-diazinane-2,4-dione;hydrate Chemical compound O.OC1NC(=O)NC(=O)C1F CHKNCYMZKWUVGY-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000001351 cycling effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 229940041181 antineoplastic drug Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58017934A JPS59144767A (ja) | 1983-02-04 | 1983-02-04 | 5−フルオロウラシルの製造法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58017934A JPS59144767A (ja) | 1983-02-04 | 1983-02-04 | 5−フルオロウラシルの製造法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59144767A JPS59144767A (ja) | 1984-08-18 |
JPH0425265B2 true JPH0425265B2 (enrdf_load_stackoverflow) | 1992-04-30 |
Family
ID=11957598
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58017934A Granted JPS59144767A (ja) | 1983-02-04 | 1983-02-04 | 5−フルオロウラシルの製造法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59144767A (enrdf_load_stackoverflow) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60190769A (ja) * | 1984-03-09 | 1985-09-28 | Sagami Chem Res Center | 5−フルオロウラシルの製造方法 |
-
1983
- 1983-02-04 JP JP58017934A patent/JPS59144767A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS59144767A (ja) | 1984-08-18 |
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