JPS6113707B2 - - Google Patents
Info
- Publication number
- JPS6113707B2 JPS6113707B2 JP53022812A JP2281278A JPS6113707B2 JP S6113707 B2 JPS6113707 B2 JP S6113707B2 JP 53022812 A JP53022812 A JP 53022812A JP 2281278 A JP2281278 A JP 2281278A JP S6113707 B2 JPS6113707 B2 JP S6113707B2
- Authority
- JP
- Japan
- Prior art keywords
- fluorouracil
- general formula
- formula
- alkyl group
- tri
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims description 9
- 229960002949 fluorouracil Drugs 0.000 claims description 8
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical class FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 238000010898 silica gel chromatography Methods 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000008034 disappearance Effects 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- -1 1-N-(α-methylthiobenzyl)-5-fluorouracil Chemical compound 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- APQHKWPGGHMYKJ-UHFFFAOYSA-N Tributyltin oxide Chemical compound CCCC[Sn](CCCC)(CCCC)O[Sn](CCCC)(CCCC)CCCC APQHKWPGGHMYKJ-UHFFFAOYSA-N 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- MNBBRXLSLIDMHY-UHFFFAOYSA-N bis(methylsulfanyl)methylbenzene Chemical compound CSC(SC)C1=CC=CC=C1 MNBBRXLSLIDMHY-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- FXHGMKSSBGDXIY-UHFFFAOYSA-N enanthic aldehyde Natural products CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2281278A JPS54117485A (en) | 1978-03-02 | 1978-03-02 | 5-fluorouracil derivative and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2281278A JPS54117485A (en) | 1978-03-02 | 1978-03-02 | 5-fluorouracil derivative and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS54117485A JPS54117485A (en) | 1979-09-12 |
| JPS6113707B2 true JPS6113707B2 (enrdf_load_stackoverflow) | 1986-04-15 |
Family
ID=12093096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2281278A Granted JPS54117485A (en) | 1978-03-02 | 1978-03-02 | 5-fluorouracil derivative and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS54117485A (enrdf_load_stackoverflow) |
-
1978
- 1978-03-02 JP JP2281278A patent/JPS54117485A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS54117485A (en) | 1979-09-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR900001170B1 (ko) | 4-아세톡시-3-히드록시에틸아제티진-2-온 유도체의 제조방법 | |
| JP4118949B2 (ja) | ２―クロロ―５―クロロメチルチアゾールの合成方法 | |
| JP2731853B2 (ja) | トリ低級アルカノイルオキシホウ素の製造法 | |
| JPS6113707B2 (enrdf_load_stackoverflow) | ||
| KR920010926B1 (ko) | 라니티딘 및 그의 히드로클로라이드의 제조방법 | |
| JPS6232196B2 (enrdf_load_stackoverflow) | ||
| KR910005230B1 (ko) | 아제티디논의 제조방법 | |
| JP3536480B2 (ja) | ４，５−ジハロゲノ−６−ジハロゲノメチルピリミジン及びその製法 | |
| JPH061776A (ja) | 置換ピラジンカルボニトリルの製造方法 | |
| KR820000786B1 (ko) | 우라실 유도체의 제조법 | |
| HU193734B (en) | Process for preparing new 17-thioxo-androstadiene derivatives | |
| JP2671401B2 (ja) | α‐アミノチオアセトアミド誘導体およびその製造法 | |
| EP0123719B1 (en) | Processes for preparing 5-acyloxymethyloxazolidin-2-one-derivatives | |
| JPH10168068A (ja) | アシクロヌクレオシドの製造方法 | |
| JPH0220638B2 (enrdf_load_stackoverflow) | ||
| JP2603108B2 (ja) | アニリノピリミジン誘導体 | |
| KR940006531B1 (ko) | 피리딘 유도체의 제조방법 | |
| EP0119091A2 (en) | 2,2-Diethoxypropionic acid derivatives | |
| JP3038380B1 (ja) | ケテンイミン化合物の製造方法 | |
| US4234514A (en) | Method of preparing ketoxime carbamates | |
| US4071547A (en) | 3-Bromo-2,2-bis(bromomethyl)propyl bromomethanesulfonate | |
| KR790001309B1 (ko) | 우라실 유도체의 제조법 | |
| JPS5916879A (ja) | Ｎ−置換イミダゾ−ル類の製造法 | |
| US4725689A (en) | Preparation of 2-amino-3-cyano-5-dialkoxymethylpyrazines and intermediates for this method | |
| JPH06172359A (ja) | ジシアノピロロピラジン誘導体及びその製造方法 |