JPS6026786B2 - Novel phthalazone derivatives - Google Patents
Novel phthalazone derivativesInfo
- Publication number
- JPS6026786B2 JPS6026786B2 JP5334276A JP5334276A JPS6026786B2 JP S6026786 B2 JPS6026786 B2 JP S6026786B2 JP 5334276 A JP5334276 A JP 5334276A JP 5334276 A JP5334276 A JP 5334276A JP S6026786 B2 JPS6026786 B2 JP S6026786B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- phthalazone
- novel
- compound
- dimethyl
- 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
Description
【発明の詳細な説明】
本発明は、一般式
(式中R,及びR2は低級アルキル基、R3は直鎖状も
しくは分岐状のアルキル基、Xはハロゲン原子を意味す
る)で表わされる新規なフタラゾン誘導体に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention provides a novel compound represented by the general formula (wherein R and R2 are lower alkyl groups, R3 is a linear or branched alkyl group, and X is a halogen atom). Relating to phthalazone derivatives.
式1の化合物は、一般式
(式中R,,R2及びR3は前記の意味を有する)で表
わされる化合物(ロ)にハロゲン化剤を作用させること
により製造される。The compound of formula 1 is produced by reacting a halogenating agent with a compound (b) represented by the general formula (in which R, , R2 and R3 have the above-mentioned meanings).
式ロの化合物は、特関昭50−70380号及び特関昭
48一121260号明細書(特開昭50−70378
号公報)に記載の方法により製造できる。その例として
は7−ェトキシカルボニルー6,8ージメチルー4ーヒ
ドロキシメチル−1ーフタラゾン、7ープロポキシカル
ボニルー6,8−ジメチルー4ーヒドロキシメチル−1
ーフタラゾンなどがあげられる。式1の化合物を製造す
るに際しては、アルコール性水酸基をハロゲン化する際
用いられる一般の方法が用いられ、たとえば塩化チオニ
ルを式0の化合物に添加して50〜10000で加熱す
る。The compound of formula (B) is described in Tokokukan Sho 50-70380 and Tokoku Sho 48-121260 (Japanese Patent Laid-Open No. 50-70378).
It can be produced by the method described in the following publication. Examples include 7-ethoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone, 7-propoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1
- Examples include phtalazone. In producing the compound of formula 1, a general method used for halogenating an alcoholic hydroxyl group is used, for example, thionyl chloride is added to the compound of formula 0 and heated at 50 to 10,000.
反応生成物は常法により容易に単離精製できる。式1の
化合物は、新規化合物であって、循環系疾患に有用な化
合物、たとえば7ーェトキシカルボニル一6,8ージメ
チルー4ーアミノメチルー1ーフタラゾンなどを合成す
るための中間体として有用である。The reaction product can be easily isolated and purified by conventional methods. The compound of formula 1 is a novel compound and is useful as an intermediate for the synthesis of compounds useful for circulatory system diseases, such as 7-ethoxycarbonyl-6,8-dimethyl-4-aminomethyl-1-phthalazone.
実施例
7ーエトキシカルボニル一6,8ージメチルー4ークロ
ロメチルー1ーフタラゾン。Example 7 - Ethoxycarbonyl-6,8-dimethyl-4-chloromethyl-1-phthalazone.
この化合物は下記の方法により製造される。This compound is produced by the following method.
7ーエトキシカルボニル−6,8−ジメチル−4ーヒド
ロキシメチルー1ーフタラゾン3のこ塩化チオニル10
の‘を滴下し、反応混合物を室温で30分間燈拝したの
ち、70〜80qoで1時間加熱する。7-Ethoxycarbonyl-6,8-dimethyl-4-hydroxymethyl-1-phthalazone 3 Thionyl chloride 10
was added dropwise, and the reaction mixture was heated at room temperature for 30 minutes, then heated at 70-80 qo for 1 hour.
次いで減圧下に過剰の塩化チオニルを留去し、残留物を
アセトンから再結晶すると、融点189〜191℃の結
晶3夕(理論量の93.8%)が得られる。マススベク
トル:294(M+)、265,249NMRスペクト
ル:(DMSO−な)6:12.25(s、IH)、7
.65(s、IH)、4.80(s、が)、
4.45(d、1! 7Hz、
IH)、4.20(d、1=7
HZ、IH)、2.65( s、
9H)、2.30(s、母日)、
1.25(t、1 =7HZ、
汎)Excess thionyl chloride is then distilled off under reduced pressure, and the residue is recrystallized from acetone to obtain crystalline solids (93.8% of theory) with a melting point of 189-191°C. Mass vector: 294 (M+), 265,249 NMR spectrum: (DMSO-) 6:12.25 (s, IH), 7
.. 65 (s, IH), 4.80 (s, ga), 4.45 (d, 1! 7Hz, IH), 4.20 (d, 1=7 Hz, IH), 2.65 (s, 9H ), 2.30 (s, mother's day), 1.25 (t, 1 = 7HZ, general)
Claims (1)
鎖状もしくは分岐状のアルキル基、Xはハロゲン原子を
意味する)で表わされるフタラゾン誘導体。[Claims] 1 General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R_1 and R_2 are lower alkyl groups, R_3 is a linear or branched alkyl group, and X means a halogen atom) A phthalazone derivative represented by
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5334276A JPS6026786B2 (en) | 1976-05-12 | 1976-05-12 | Novel phthalazone derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5334276A JPS6026786B2 (en) | 1976-05-12 | 1976-05-12 | Novel phthalazone derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS52136185A JPS52136185A (en) | 1977-11-14 |
JPS6026786B2 true JPS6026786B2 (en) | 1985-06-25 |
Family
ID=12940082
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5334276A Expired JPS6026786B2 (en) | 1976-05-12 | 1976-05-12 | Novel phthalazone derivatives |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6026786B2 (en) |
-
1976
- 1976-05-12 JP JP5334276A patent/JPS6026786B2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS52136185A (en) | 1977-11-14 |
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