JPS6067448A - Aniline derivative and production thereof - Google Patents

Aniline derivative and production thereof

Info

Publication number
JPS6067448A
JPS6067448A JP17557983A JP17557983A JPS6067448A JP S6067448 A JPS6067448 A JP S6067448A JP 17557983 A JP17557983 A JP 17557983A JP 17557983 A JP17557983 A JP 17557983A JP S6067448 A JPS6067448 A JP S6067448A
Authority
JP
Japan
Prior art keywords
nitroaniline
fluoro
solvent
tert
production
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
Application number
JP17557983A
Other languages
Japanese (ja)
Inventor
Kazuki Takemoto
一樹 武元
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP17557983A priority Critical patent/JPS6067448A/en
Publication of JPS6067448A publication Critical patent/JPS6067448A/en
Pending legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

NEW MATERIAL:2-Chloro-6-fluoro-3-nitroaniline. USE:Useful as a synthetic intermediate for herbicidally active compounds or other medicines. PREPARATION:2-Fluoro-5-nitroaniline is reacted with a chlorinating agent, e.g. tert-butyl hypochlorite, chlorine or sulfuryl chloride, preferably tert-butyl hypochlorite in an amount of 1-1.5 equivalents based on the 2-fluoro--5-nitroaniline in a solvent at 0-50 deg.C for 0.5-10hr to give the titled compound. Hexane, chloroform, diethyl ether, etc. are used as the solvent. After completing the reaction, the reaction solution is extracted with an organic solvent and concentration, etc. by the conventional post treatment, and further purified if necessary by operation of chromatography, recrystallization, etc.

Description

【発明の詳細な説明】 本発明は、2−クロロ−6−フルオロ−3−二トロアニ
リン(以下、本発明化合物と記す。)およびその製造法
に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to 2-chloro-6-fluoro-3-nitroaniline (hereinafter referred to as the compound of the present invention) and a method for producing the same.

本発明化合物は、例えばEP77988号に記載の除単
活性化合物をはじめ、その他医薬の合成中間体として有
用である。
The compounds of the present invention are useful, for example, as monoactive compounds described in EP 77988, as well as other synthetic intermediates for pharmaceuticals.

本発明化合物は、標準的には2−フルオロ−5−ニトロ
アニリンと、これに対し1〜1.5当風の次亜塩素酸 
tert−ブチル、塩素、塩化スルフリル等の塩素化剤
、好ましくは次亜塩素酸tert−ブチルとを溶媒中、
0°C−50℃で、0.5時間〜lO時間反応させるこ
とによって得ることができる。
The compounds of the present invention typically contain 2-fluoro-5-nitroaniline and 1 to 1.5 equivalents of hypochlorous acid.
tert-butyl, chlorine, chlorinating agent such as sulfuryl chloride, preferably tert-butyl hypochlorite in a solvent,
It can be obtained by reacting at 0°C to 50°C for 0.5 to 10 hours.

上記製造方法において使用できる溶媒としてはヘキサン
、ヘプタン、リグロイン、石油エーテル等の脂肪族炭化
水素、クロロホルム、四塩化炭素、ジクロロエタン、ク
ロロベンゼン、ジクロロベンゼン、トリクロルエチレン
、テトラクロルエチレン等のハロゲン化炭化水素、ジエ
チルエーテル、ジイソプロピルエーテル、ジオキサン、
テトラヒドロフラン、エチレングリコールジメチルエー
テル等のエーテル、ニトロベンセン等のニトロ化物等、
あるいはこれらの混合物が挙げられる。
Solvents that can be used in the above production method include aliphatic hydrocarbons such as hexane, heptane, ligroin, and petroleum ether; halogenated hydrocarbons such as chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene, trichlorethylene, and tetrachlorethylene; diethyl ether, diisopropyl ether, dioxane,
Ethers such as tetrahydrofuran and ethylene glycol dimethyl ether, nitrides such as nitrobenzene, etc.
Alternatively, a mixture thereof may be mentioned.

反応終了後の反応液は、有機溶媒による抽出および濃縮
など通常の後処理を行なうか、さらに必要に応じ、クロ
マトグラフィー、再結晶等の操作によって精製すること
により、目的の本発明化合物が得られる。
After completion of the reaction, the reaction solution can be subjected to usual post-treatments such as extraction with an organic solvent and concentration, or if necessary, further purified by operations such as chromatography and recrystallization to obtain the desired compound of the present invention. .

次に本発明化合物の製造例を示す。Next, production examples of the compounds of the present invention will be shown.

製造例 2−Vkオロー5−ニトロアニリン5ノをジクロルエタ
ン100d゛にとかした。次いで、これに次亜塩素酸 
tert−ブチル8.5ノを水冷下8℃以下で加え、1
夜室温に放置した。
Production Example 2 - Vk Olow 5-nitroaniline was dissolved in 100 d of dichloroethane. Next, add hypochlorous acid to this
Add 8.5 g of tert-butyl at below 8°C under water cooling, and add 1
It was left at room temperature overnight.

反応液を水で希釈後、塩化メチレンで抽出し゛、抽出液
を濃縮した後、得られた結晶を沖果し、5.29の2−
クロロ−6−フルオロ−8−ニトロアニリンを得た。
After diluting the reaction solution with water, it was extracted with methylene chloride, and the extract was concentrated.
Chloro-6-fluoro-8-nitroaniline was obtained.

m、p、101.0℃m, p, 101.0℃

Claims (2)

【特許請求の範囲】[Claims] (1)2−クロロ−6−フルオロ−8−ニトロアニリン
(1) 2-chloro-6-fluoro-8-nitroaniline.
(2) 2−フルオロ−5−ニトロアニリンを塩素化す
ることを特徴とする2−クロロ−6−フルオロ−3−ニ
トロアニリンの製造法。
(2) A method for producing 2-chloro-6-fluoro-3-nitroaniline, which comprises chlorinating 2-fluoro-5-nitroaniline.
JP17557983A 1983-09-22 1983-09-22 Aniline derivative and production thereof Pending JPS6067448A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP17557983A JPS6067448A (en) 1983-09-22 1983-09-22 Aniline derivative and production thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP17557983A JPS6067448A (en) 1983-09-22 1983-09-22 Aniline derivative and production thereof

Publications (1)

Publication Number Publication Date
JPS6067448A true JPS6067448A (en) 1985-04-17

Family

ID=15998547

Family Applications (1)

Application Number Title Priority Date Filing Date
JP17557983A Pending JPS6067448A (en) 1983-09-22 1983-09-22 Aniline derivative and production thereof

Country Status (1)

Country Link
JP (1) JPS6067448A (en)

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