JP2011074063A5

JP2011074063A5 -

Info

Publication number: JP2011074063A5
Application number: JP2010168639A
Authority: JP
Filing date: 2010-07-27
Publication date: 2013-03-07
Anticipated expiration: 2030-07-27

Description

式中、Ｒ^１は、水素原子、炭素数１〜１０のアルキル基、炭素数１〜１０のアルケニル基、アリール基又は複素環基を表し、
Ｒ^２は、水素原子、炭素数１〜１０のアルキル基、炭素数１〜１０のアルケニル基又はアリール基を表し、
Ｒ^３は、炭素数１〜１０のアルキルオキシ基、アリールオキシ基又はアミノ基を表し、
Ｒ^４は、水素原子、炭素数１〜１０のアルキル基、アリール基又は複素環基を表し、
ＬＧは、アミノ基、炭素数１〜１０のアルキルアミノ基、アリールアミノ基、炭素数１〜１０のアルキルオキシ基、アリールオキシ基、ハロゲン原子、炭素数１〜１０のアルキルチオ基又はアリールチオ基を表す。 In the formula, R ¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, an aryl group, or a heterocyclic group,
R ² represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, or an aryl group,
R ³ represents an alkyloxy group having 1 to 10 carbon atoms, an aryloxy group or an amino group,
R ⁴ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group or a heterocyclic group,
LG is amino group, an alkylamino group having 1 to 10 carbon atoms, an arylamino group, an alkyloxy group having 1 to 10 carbon atoms, an aryloxy group, a halogen atom, an alkylthio group or an arylthio group having from 1 to 10 carbon atoms Represent.

［２］前記ＬＧがアミノ基であることを特徴とする上記［１］に記載の５−アミノピラゾール誘導体又はその塩の製造方法。 [2] before Symbol method for producing 5-aminopyrazole derivative or a salt thereof according to [1], wherein the L G is an amino group.

式中、Ｒ^１は、水素原子、炭素数１〜１０のアルキル基、炭素数１〜１０のアルケニル基、アリール基又は複素環基を表し、
Ｒ^２は、水素原子、炭素数１〜１０のアルキル基、炭素数１〜１０のアルケニル基又はアリール基を表し、
Ｒ^３は、炭素数１〜１０のアルキルオキシ基、アリールオキシ基又はアミノ基を表し、
Ｒ^４は、水素原子、炭素数１〜１０のアルキル基、アリール基又は複素環基を表し、
ＬＧは、アミノ基、炭素数１〜１０のアルキルアミノ基、アリールアミノ基、炭素数１〜１０のアルキルオキシ基、アリールオキシ基、ハロゲン原子、又は、炭素数１〜１０のアルキルチオ基、アリールチオ基を表す。 In the formula, R ¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, an aryl group, or a heterocyclic group,
R ² represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, or an aryl group,
R ³ represents an alkyloxy group having 1 to 10 carbon atoms, an aryloxy group or an amino group,
R ⁴ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group or a heterocyclic group,
LG is amino group, an alkylamino group having 1 to 10 carbon atoms, an arylamino group, an alkyloxy group having 1 to 10 carbon atoms, an aryloxy group, a halogen atom, or an alkylthio group having 1 to 10 carbon atoms, arylthio Represents a group.

Claims

A method for producing a 5-aminopyrazole derivative or a salt thereof, wherein the following step (a) and step (b) are sequentially performed. (A) A compound represented by the following general formula (1) or a salt thereof and a compound represented by the following general formula (2) are reacted to induce an intermediate represented by the following general formula (3). (B) a step of reacting the intermediate with a hydrazine derivative represented by the following general formula (4) to obtain a 5-aminopyrazole derivative represented by the general formula (5) or a salt thereof.

In the formula, R ¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, an aryl group, or a heterocyclic group,
R ² represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, or an aryl group,
R ³ represents an alkyloxy group having 1 to 10 carbon atoms, an aryloxy group or an amino group,
R ⁴ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group or a heterocyclic group,
LG is amino group, an alkylamino group having 1 to 10 carbon atoms, an arylamino group, an alkyloxy group having 1 to 10 carbon atoms, an aryloxy group, a halogen atom, an alkylthio group or an arylthio group having from 1 to 10 carbon atoms Represent.

5-aminopyrazole derivative or a salt thereof according to claim 1, wherein the pre-Symbol L G is an amino group.

R ¹ represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or an aryl group, R ² represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or an aryl group, and R ³ represents 1 to 1 carbon atom. 4 represents an alkyloxy group, an aryloxy group, or an amino group, and R ⁴ represents an alkyl group, an aryl group, or a heterocyclic group having 1 to 4 carbon atoms. A method for producing a 5-aminopyrazole derivative or a salt thereof.

The method for producing a 5-aminopyrazole derivative or a salt thereof according to any one of claims 1 to 3, wherein in the step (a), the reaction is carried out while maintaining the pH at 6 to 12.

The method for producing a 5-aminopyrazole derivative or a salt thereof according to any one of claims 1 to 4, wherein the step (a) is performed at 30 to 80 ° C.

The method for producing a 5-aminopyrazole derivative or a salt thereof according to any one of claims 1 to 5, wherein the step (a) is performed under a gas stream.

The method for producing a 5-aminopyrazole derivative or a salt thereof according to any one of claims 1 to 6, wherein the step (b) is performed under a gas stream.

The reaction solution obtained in the step (a) is carried out consistently up to the step (b) without any isolation operation of the intermediate (3) and without transferring the reaction solution. The method for producing a 5-aminopyrazole derivative or a salt thereof according to any one of claims 1 to 7.

The method further comprises a step of performing a heat treatment on the reaction solution containing the 5-aminopyrazole derivative represented by the general formula (5) obtained in the step (b). A process for producing a 5-aminopyrazole derivative represented by the general formula (5) according to any one of the above or a salt thereof.

In the reaction solution containing the 5-aminopyrazole derivative represented by the general formula (5) obtained in the step (b), an acid anhydride, an acid chloride, a compound having an aldehyde group, a compound having a ketone group, It further has the process of adding the 1 or more types of compound selected from the group which consists of a compound which has an ester group, It represents with General formula (5) of any one of Claims 1-9 characterized by the above-mentioned. A method for producing a 5-aminopyrazole derivative or a salt thereof.

11. The one or more compounds are selected from the group consisting of acetic anhydride, phthalic anhydride, succinic anhydride, maleic anhydride, acetone, methyl ethyl ketone, acetyl chloride, thionyl chloride, and acetaldehyde. A process for producing a 5-aminopyrazole derivative represented by the general formula (5) or a salt thereof.

The salt-forming step is performed on the 5-aminopyrazole derivative represented by the general formula (5) obtained in the step (b), according to any one of claims 1 to 11. A method for producing a salt of a 5-aminopyrazole derivative represented by the general formula (5):

The method for producing a salt of a 5-aminopyrazole derivative according to claim 12, wherein the salt-forming step uses an inorganic acid or an organic acid.

A salt of a 5-aminopyrazole derivative represented by the general formula (5).

In the formula, R ¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, an aryl group, or a heterocyclic group,
R ³ represents an alkyloxy group having 1 to 10 carbon atoms, an aryloxy group or an amino group,
R ⁴ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aryl group, or a heterocyclic group.