JPH01125351A - 4-amino-5-fluoro-2-nitrophenoxyacetic acid ester and its production - Google Patents
4-amino-5-fluoro-2-nitrophenoxyacetic acid ester and its productionInfo
- Publication number
- JPH01125351A JPH01125351A JP62284807A JP28480787A JPH01125351A JP H01125351 A JPH01125351 A JP H01125351A JP 62284807 A JP62284807 A JP 62284807A JP 28480787 A JP28480787 A JP 28480787A JP H01125351 A JPH01125351 A JP H01125351A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- fluoro
- amino
- formula
- nitrophenoxyacetic
- 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.)
- Granted
Links
- -1 4-amino-5-fluoro-2-nitrophenoxyacetic acid ester Chemical class 0.000 title claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 239000002253 acid Substances 0.000 claims abstract description 7
- UDYIQRFOSPKAJM-UHFFFAOYSA-N 2-(4-acetamido-5-fluoro-2-nitrophenoxy)acetic acid Chemical compound CC(=O)NC1=CC([N+]([O-])=O)=C(OCC(O)=O)C=C1F UDYIQRFOSPKAJM-UHFFFAOYSA-N 0.000 claims abstract description 3
- MSNZIFQRFDKXOY-UHFFFAOYSA-N 2-(4-amino-5-fluoro-2-nitrophenoxy)acetic acid Chemical compound NC1=CC([N+]([O-])=O)=C(OCC(O)=O)C=C1F MSNZIFQRFDKXOY-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000000126 substance Substances 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 abstract description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 9
- 239000002904 solvent Substances 0.000 abstract description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 2
- 125000003342 alkenyl group Chemical group 0.000 abstract description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract description 2
- 229940098779 methanesulfonic acid Drugs 0.000 abstract description 2
- 125000006193 alkinyl group Chemical group 0.000 abstract 1
- 230000006196 deacetylation Effects 0.000 abstract 1
- 238000003381 deacetylation reaction Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 2
- 229940106681 chloroacetic acid Drugs 0.000 description 2
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- JDNTWHVOXJZDSN-UHFFFAOYSA-N iodoacetic acid Chemical compound OC(=O)CI JDNTWHVOXJZDSN-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RSTZWFWKFSUMLH-UHFFFAOYSA-N 2-nitro-2-phenoxyacetic acid Chemical compound OC(=O)C([N+]([O-])=O)OC1=CC=CC=C1 RSTZWFWKFSUMLH-UHFFFAOYSA-N 0.000 description 1
- OBILICATSVRNGR-UHFFFAOYSA-N CC(=O)NC(C(=O)O)OC1=C(C=CC(=C1)F)[N+](=O)[O-] Chemical compound CC(=O)NC(C(=O)O)OC1=C(C=CC(=C1)F)[N+](=O)[O-] OBILICATSVRNGR-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 239000012345 acetylating agent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 230000000802 nitrating effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxy-acetic acid Natural products OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は新規なフェノキシ酢酸エステルおよびその製造
法に関するものである。さらに詳しくは、特開昭６１−
７６４８６号公報に記載の除草剤等を製造する上で有用
な製造原料である一般式ＣＩ）
〔式中、Ｒは低級アルキル基を表わす。〕で示される４
−アミノ−６−フルオロ−２−二トロフェノキシ酢酸エ
ステル（以下、本発明化合物と記す）およびその製造法
を提供するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel phenoxyacetic acid ester and a method for producing the same. For more details, see JP-A-61-
The general formula CI is a useful raw material for producing herbicides and the like described in Japanese Patent No. 76486. [In the formula, R represents a lower alkyl group. ] 4
-Amino-6-fluoro-2-nitrophenoxyacetic acid ester (hereinafter referred to as the compound of the present invention) and a method for producing the same.
まず、本発明化合物の製造法について説明する。First, the method for producing the compound of the present invention will be explained.
本発明化合物は４−アセチルアミノ−５−フルオａ −
２−二トロフェノキシ酢酸を硫酸、塩酸、ｐ−トルエン
スルホン酸、メタンスルホン酸等の酸の存在下に一般式
〔置〕
ＲＯ）（（置〕
〔式中、Ｒは前記と同じ意味を表わす。〕該反応に供せ
られる試剤の量は、通常４−アセチルアミノー５−フル
オロ−２−二トロフヱノキシ酢酸１当亀に対して酸は触
媒１１〜５当因程度であり、アルコール類は１当量以上
で溶媒として過剰に用いてもよい。本反応に用いられる
溶媒としては、対応するアルコール類のほかベンゼン、
トルエン、キシレン等の芳香族炭化水素類等があげられ
る。また、本反応は必要により共沸脱水操作も行い得る
。The compound of the present invention is 4-acetylamino-5-fluoro a-
In the presence of an acid such as sulfuric acid, hydrochloric acid, p-toluenesulfonic acid or methanesulfonic acid, 2-ditrophenoxyacetic acid is prepared by the general formula [place] RO) ((place) [where R represents the same meaning as above] ] The amount of reagents used in the reaction is usually about 11 to 5 parts of the catalyst per 1 part of 4-acetylamino-5-fluoro-2-nitrophenoxyacetic acid, and 1 part of the alcohol. It may be used in excess as a solvent in an equivalent amount or more.Solvents used in this reaction include benzene, in addition to the corresponding alcohols.
Examples include aromatic hydrocarbons such as toluene and xylene. In addition, this reaction may also be performed with an azeotropic dehydration operation if necessary.
反応温度は通常５０〜２００℃、好ましくは６０〜１１
０ ’Ｏの範囲であり、反応時間は通常１０分〜２４時
間である。The reaction temperature is usually 50-200°C, preferably 60-11
The reaction time is usually 10 minutes to 24 hours.
反応終了後の反応液は、水にあけ有機溶媒抽出および濃
縮等の通常の後処理を行い、さらに必要により再結晶、
クロマトグラフィー等の操作を行う。After the reaction is complete, the reaction solution is poured into water and subjected to normal post-treatments such as organic solvent extraction and concentration, and further recrystallization and
Perform operations such as chromatography.
なお、本発明化合物を製造する際の原料化合物である４
−アセチルアミノ−５−フルオロ−２−ニトロフェノキ
シ酢酸は次式に示される経路による得ることができる。In addition, 4, which is a raw material compound when producing the compound of the present invention,
-Acetylamino-5-fluoro-2-nitrophenoxyacetic acid can be obtained by the route shown by the following formula.
即ち、４−アミノ−８−フルオロフェノールを塩化アセ
チル、無水酢酸等のアセチル化剤と必要により塩基の存
在下に反応させて４−アセチルアミノ−８−フルオロフ
ェノールに導き、こ奢
れ麻クロロ酢酸、ブロモ酢酸、ヨード酢酸等のハロ酢酸
と、通常脱ハロゲン化水素剤の存在下に反応させること
によって４−アセチルアミノ−８−フルオロフェノキシ
酢酸を得、次いで硝酸や硝酸ナトリウム、硝酸カリウム
等の硝酸塩あるいはこれらと硫酸との混合物などのニト
ロ化剤を反応させることによって得る仁とができる。That is, 4-amino-8-fluorophenol is reacted with an acetylating agent such as acetyl chloride or acetic anhydride, if necessary in the presence of a base, to form 4-acetylamino-8-fluorophenol, which is then converted into chloroacetic acid. , 4-acetylamino-8-fluorophenoxyacetic acid is obtained by reacting it with a haloacetic acid such as bromoacetic acid or iodoacetic acid, usually in the presence of a dehydrohalogenating agent, and then 4-acetylamino-8-fluorophenoxyacetic acid is obtained by reacting it with a haloacetic acid such as bromoacetic acid or iodoacetic acid. Nuclei can be obtained by reacting these with a nitrating agent such as a mixture of sulfuric acid.
本発明化合物は下記の経路により、有用な除草性化合物
である２−〔４−置換−７−フルオロ−２Ｈ−１，４−
ベンゾオキサジン−８（４Ｈ）−オン−６−イル）−４
，５，６，７−テトラヒドロ−２Ｈ−イソインドール−
１，８−ジオ〔式中 Ｒ／はアルキル基、アルケニル基
、アルキニル基またはアルコキシアルキル基を表わす。The compound of the present invention is a useful herbicidal compound, 2-[4-substituted-7-fluoro-2H-1,4-
Benzoxazin-8(4H)-one-6-yl)-4
,5,6,7-tetrahydro-2H-isoindole-
1,8-dio [wherein R/ represents an alkyl group, an alkenyl group, an alkynyl group or an alkoxyalkyl group.
〕
以下、本発明化合物の製造例を具体例にて示すが、本発
明は下記の例のみに限定されるものではない。] Hereinafter, specific examples of manufacturing the compounds of the present invention will be shown, but the present invention is not limited to the following examples.
製造例
４−アセチルアミノ−５−フルオロ−２−ニトロフェノ
キシ酢酸０，９ｆをメタノール４ｆに溶かし、濃硫酸０
．１１を加え１４時間加熱還流した。次に、メタノール
を留去して水を加え、酢酸エチルで抽出し、抽出液を水
洗、乾燥し、減圧下に溶媒を留去して４−アミノ−５−
フルオロ−２−ニトロフェノキシ酢酸メチル０．８７ｆ
を得た。Production Example 4 - Dissolve 0.9f of acetylamino-5-fluoro-2-nitrophenoxyacetic acid in 4f of methanol and add 0.9f of concentrated sulfuric acid.
．． 11 was added and the mixture was heated under reflux for 14 hours. Next, methanol was distilled off, water was added, extracted with ethyl acetate, the extract was washed with water, dried, the solvent was distilled off under reduced pressure, and 4-amino-5-
Methyl fluoro-2-nitrophenoxyacetate 0.87f
I got it.
ｍｐ １２０〜１２１℃
次に、本発明化合物を製造する際の原料化合物である４
−アセチルアミノ−５−フルオロ−２−ニトロフェノキ
シ酢酸の製造例を参考例にて示す。mp 120-121°C Next, 4 which is a raw material compound when producing the compound of the present invention
An example of the production of -acetylamino-5-fluoro-2-nitrophenoxyacetic acid is shown in Reference Example.
参考例
（＋） ４−アセチルアミノ−８−フルオロフェノー
ルの製造
４−アミノ−８−フルオロフェノール
ｉ ｏ、 ｔ ｙを酢酸８１．４９ｙに溶かし、無水酢
酸８．９２ｆを加え７５°Ｃで２時間加熱撹拌した。反
応液を放冷検氷水にあけ、酢酸エチルで抽出し、水洗後
乾燥、次いで減圧下に溶媒を留去して、残渣をシリカゲ
ルクロマトグラフィー（展開溶媒；酢酸エチル：ヘキサ
ン＝１：１）に付し、４−アセチルアミノ−８−フルオ
ロフェノール６．８ｇを得た。Reference example (+) Production of 4-acetylamino-8-fluorophenol Dissolve 4-amino-8-fluorophenol io, ty in 81.49y of acetic acid, add 8.92f of acetic anhydride, and heat at 75°C for 2 hours. The mixture was heated and stirred. The reaction solution was poured into cold ice water, extracted with ethyl acetate, washed with water and dried, then the solvent was distilled off under reduced pressure, and the residue was subjected to silica gel chromatography (developing solvent: ethyl acetate:hexane = 1:1). 6.8 g of 4-acetylamino-8-fluorophenol was obtained.
ｍｐ １１４〜１１６℃
（ＩＩ） ４−アセチルアミノ−８−フルオロフェノ
キシ酢酸の製造
４−アセチルアミノ−８−フルオロフェノールを、重曹
１．２６Ｎを水５．８８ｆｌに溶かした液を加え、８０
〜４０℃で１時間撹拌した。mp 114-116℃ (II) Production of 4-acetylamino-8-fluorophenoxyacetic acid A solution of 1.26N baking soda dissolved in 5.88 fl of water was added to 4-acetylamino-8-fluorophenol, and 80
Stir at ~40°C for 1 hour.
これに、水酸化ナトリウム１．１０ｆ、クロロ酢酸２．
２８＾水６．８１Ｆに溶かした液を加え、９０°Ｃで２
時間撹拌した。反応混合物を放冷した後、濃塩酸でｐＨ
２とし、酢酸エチルで抽出、抽出液を乾燥後、減圧下に
溶媒を留去して４−アセチルアミノ−８−フルオロフェ
ノキシ酢酸２．Ｏｆを得た。To this, 1.10f of sodium hydroxide, 2.0f of chloroacetic acid.
28^ Add the solution dissolved in water 6.81F and heat at 90°C for 2
Stir for hours. After the reaction mixture was allowed to cool, the pH was adjusted with concentrated hydrochloric acid.
2 and extracted with ethyl acetate. After drying the extract, the solvent was distilled off under reduced pressure to obtain 4-acetylamino-8-fluorophenoxyacetic acid 2. I got Of.
ｍｐ １５２〜１５８℃
（ｉｉｌ） ４−アセチルアミノ−５−フルオロ−２
−ニトロフェノキシ酢酸の製造
４−アセチルアミノ−８−フルオロフェノキシ酢酸０．
９２ ｆを９６％硫酸１４．２４ｆに懸濁させ、０°Ｃ
で６１％硝酸０．４４９を滴下し、さらに２時間θ℃で
撹拌した。次いで反応混合物を氷水に加え、結晶をＰ取
して水洗、乾燥し、４−アセチルアミノ−〃−フルオロ
ー２−ニトロフェノキシ酢酸１．２５Ｆを得た。mp 152-158℃ (IIL) 4-acetylamino-5-fluoro-2
-Production of nitrophenoxyacetic acid 4-acetylamino-8-fluorophenoxyacetic acid 0.
92f was suspended in 14.24f of 96% sulfuric acid and heated to 0°C.
0.449 g of 61% nitric acid was added dropwise thereto, and the mixture was further stirred at θ°C for 2 hours. The reaction mixture was then added to ice water, and the crystals were collected, washed with water, and dried to obtain 1.25F of 4-acetylamino-fluoro-2-nitrophenoxyacetic acid.
ｍｐ ２８８〜２８９℃
（９完）
■、事件の表示
昭和６２年 特許別箇２８４８０７号
２、発明の名称
４−アミノ−５−フルオロ−２−ニトロフェノキシ酢酸
エステルおよびその製造法
３、補正をする者
事件との関係 特許出願人
４、代理人
大阪市東区北浜５丁目１５番地
５、補正の対象
明細書の特許請求の範囲の欄および発明の詳細な説明の
欄
６、補正の内容
（１）特許請求の範囲を別紙の通りに補正する。mp 288-289℃ (9 completed) ■, Indication of the case 1988 Patent Separate Section No. 284807 2, Title of the invention 4-Amino-5-fluoro-2-nitrophenoxyacetic acid ester and its manufacturing method 3, Make amendments Patent Applicant 4, Agent 5-15-5 Kitahama, Higashi-ku, Osaka, Claims column and Detailed Description of the Invention column 6 of the specification to be amended, Contents of the amendment (1) Amend the claims as shown in the attached sheet.
（２）明細書第２真下から２行目と最下行の間に一般式
（Ｉ）として
とあるを
」
と訂正する。(2) The statement "General formula (I)" is corrected between the second line from the bottom and the bottom line of the second specification.
以 上
（２、
特許請求の範囲
〔式中、Ｒは低級アルキル基を表わす。〕で示される４
−アミノ−５−フルオロ−２−ニトロフェノキシ酢酸エ
ステル。4 shown in the above (2. Claims [wherein R represents a lower alkyl group])
-Amino-5-fluoro-2-nitrophenoxyacetic acid ester.
（２）４−７セチルアミノー５−フルオロ−２−ニトロ
フェノキシ酢酸を酸の存在下に一般式〔式中、Ｒは低級
アルキル基を表わす。〕で示されるアルコール類と反応
させて、エステルすると同時に脱アセチル化することを
特徴とする一般式
〔式中、Ｒは前記と同じ意味を表わす。〕で示される４
−アミノ−５−フルオロ−２−ニトロフェノキシ酢酸エ
ステルの製造法。(2) 4-7cetylamino-5-fluoro-2-nitrophenoxyacetic acid was prepared by the general formula [wherein R represents a lower alkyl group] in the presence of an acid. [In the formula, R represents the same meaning as above.] [In the formula, R represents the same meaning as above. ] 4
-Production method of amino-5-fluoro-2-nitrophenoxyacetic acid ester.
（２艷）(2 boats)
Claims (2)
ノキシ酢酸エステル。(1) General formula ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ [In the formula, R represents a lower alkyl group. ] 4-amino-5-fluoro-2-nitrophenoxy acetic acid ester shown.
フェノキシ酢酸を酸の存在下に一般式ＲＯＨ 〔式中、Ｒは低級アルキル基を表わす。〕 で示されるアルコール類と反応させて、エステルすると
同時に脱アセチル化することを特徴とする一般式 ▲数式、化学式、表等があります▼ 〔式中、Ｒは前記と同じ意味を表わす。〕 で示される４−アミノ−５−フルオロ−２−ニトロフェ
ノキシ酢酸エステルの製造法。(2) 4-acetylamino-5-fluoro-2-nitrophenoxyacetic acid is prepared by the general formula ROH in the presence of an acid [wherein, R represents a lower alkyl group]. [In the formula, R represents the same meaning as above. ] A method for producing 4-amino-5-fluoro-2-nitrophenoxyacetic acid ester.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62284807A JP2508152B2 (en) | 1987-11-10 | 1987-11-10 | 4-amino-5-fluoro-2-nitrophenoxyacetic acid ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62284807A JP2508152B2 (en) | 1987-11-10 | 1987-11-10 | 4-amino-5-fluoro-2-nitrophenoxyacetic acid ester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01125351A true JPH01125351A (en) | 1989-05-17 |
| JP2508152B2 JP2508152B2 (en) | 1996-06-19 |
Family
ID=17683267
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62284807A Expired - Lifetime JP2508152B2 (en) | 1987-11-10 | 1987-11-10 | 4-amino-5-fluoro-2-nitrophenoxyacetic acid ester |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2508152B2 (en) |
-
1987
- 1987-11-10 JP JP62284807A patent/JP2508152B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP2508152B2 (en) | 1996-06-19 |
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