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1. 发明授权

US4792612A Thiophene derivatives and methods for producing the same 失效
标题翻译：噻吩衍生物及其制备方法
公开(公告)号：US4792612A
公开(公告)日：1988-12-20
申请号：US171388
申请日：1988-03-21
申请人： Hiroshi Goda , Masao Kawamura , Kunioki Kato , Makoto Sato
发明人： Hiroshi Goda , Masao Kawamura , Kunioki Kato , Makoto Sato
IPC分类号： C07D333/22 , C07D333/28 , C07D333/34 , C07D333/38 , C07D333/44
CPC分类号： C07D333/44 , C07D333/22 , C07D333/28 , C07D333/34 , C07D333/38
摘要： Novel compounds, 2-(.alpha.-alkoxyimino)ethylthiophenes are susceptible to electrophilic substitution reactions, and the acetylation, nitration, sulfonation and halogenation of the compounds provide 5-acetyl-2-(.alpha.-alkoxyimino)ethylthiophenes, 5-nitro-2-(.alpha.-alkoxyimino)ethylthiophenes, 5-(.alpha.-alkoxyimino)ethyl-2-thiophenesulfonic acid and 5-halo-2-(.alpha.-alkoxyimino)ethylthiophenes, respectively.The hydrolysis of 5-acetyl-2-(.alpha.-alkoxyimino)ethylthiophenes readily provides a known compound, 2,5-diacetylthiophene which is an important intermediate for the production of medicines, whereas the haloform reaction provides novel compounds, 5-(.alpha.-alkoxyimino)ethyl-2-thiophenecarboxylic acids, the hydrolysis of which compounds readily provides a known compound, 5-acetyl-2-thiophenecarboxylic acids, an important intermediate for the production of medicines.The hydrolysis of 5-(.alpha.-alkoxyimino)ethyl-2-thiophenesulfonic acids and their salts provide novel 5-acetyl-2-thiophenesulfonic acid and its salts, respectively.Novel compounds, 2-(.alpha.-alkoxyimino)ethylthiophenes are obtained either by 0-alkylation of 2-acetylthiophene oxime or by directly reacting 2-acetylthiophene with an 0-alkylhydroxylamine.
摘要翻译：新化合物2-（α-烷氧基亚氨基）乙基噻吩对亲电取代反应敏感，化合物的乙酰化，硝化，磺化和卤化提供5-乙酰基-2-（α-烷氧基亚氨基）乙基噻吩，5-硝基-2- （α-烷氧基亚氨基）乙基噻吩，5-（α-烷氧基亚氨基）乙基-2-噻吩磺酸和5-卤代-2-（α-烷氧基亚氨基）乙基噻吩。 5-乙酰基-2-（α-烷氧基亚氨基）乙基噻吩的水解容易提供已知的化合物，2,5-二乙酰基噻吩，其是制备药物的重要中间体，而卤代反应提供新化合物5-（α- 烷氧基亚氨基）乙基-2-噻吩羧酸，其中哪些化合物的水解容易提供已知化合物5-乙酰基-2-噻吩羧酸，这是生产药物的重要中间体。 5-（α-烷氧基亚氨基）乙基-2-噻吩磺酸及其盐的水解分别提供新的5-乙酰基-2-噻吩磺酸及其盐。通过2-乙酰基噻吩肟的O-烷基化或通过使2-乙酰基噻吩与O-烷基羟胺直接反应得到2-（α-烷氧基亚氨基）乙基噻吩的新型化合物。

2. 发明授权

US5101049A Novel thiophene derivatives and methods for producing the same 失效
标题翻译：新型噻吩衍生物及其制备方法
公开(公告)号：US5101049A
公开(公告)日：1992-03-31
申请号：US569540
申请日：1990-08-20
申请人： Hiroshi Goda , Masao Kawamura , Kunioki Kato , Makoto Sato
发明人： Hiroshi Goda , Masao Kawamura , Kunioki Kato , Makoto Sato
IPC分类号： C07D333/22 , C07D333/28 , C07D333/34 , C07D333/38 , C07D333/44
CPC分类号： C07D333/38 , C07D333/22 , C07D333/28 , C07D333/34 , C07D333/44
摘要： Novel compounds, 2-(.alpha.-alkoxyimino)ethylthiophenes are susceptible to electrophilic substitution reactions, and the acetylation, nitration, sulfonation and halogenation of the compounds provide 5-acetyl-2-(.alpha.-alkoxyimino)ethylthiophenes, 5-nitro-2-(.alpha.-alkoxyimino)ethylthiophenes, 5-(.alpha.-alkoxyimino)ethyl-2-thiophenesulfonic acid and 5-halo-2-(.alpha.-alkoxyimino)ethylthiophenes, respectively.The hydrolysis of 5-acetyl-2-(.alpha.-alkoxyimino)ethylthiophenes readily provides a known compound, 2,5-diacetylthiophene which is an important intermediate for the production of medicines, whereas the haloform reaction provides novel compounds, 5-(.alpha.-alkoxyimino)ethyl-2-thiophenecarboxylic acids, the hydrolysis of which compounds readily provides a known compound, 5-acetyl-2-thiophenecarboxylic acids, an important intermediate for the production of medicines.The hydrolysis of 5-(.alpha.-alkoxyimino)ethyl-2-thiophenesulfonic acids and their salts provide novel 5-acetyl-2-thiophenesulfonic acid and its salts, respectively.Novel compounds, 2-(.alpha.-alkoxyimino)ethylithiophenes are obtained either by 0-alkylation of 2-acetylthiophene oxime or by directly reacting 2-acetylthiophene with an 0-alkylhydroxylamine.
摘要翻译：新化合物2-（α-烷氧基亚氨基）乙基噻吩对亲电取代反应敏感，化合物的乙酰化，硝化，磺化和卤化提供5-乙酰基-2-（α-烷氧基亚氨基）乙基噻吩，5-硝基-2- （α-烷氧基亚氨基）乙基噻吩，5-（α-烷氧基亚氨基）乙基-2-噻吩磺酸和5-卤代-2-（α-烷氧基亚氨基）乙基噻吩。 5-乙酰基-2-（α-烷氧基亚氨基）乙基噻吩的水解容易提供已知的化合物，2,5-二乙酰基噻吩，其是制备药物的重要中间体，而卤代反应提供新化合物5-（α- 烷氧基亚氨基）乙基-2-噻吩羧酸，其中哪些化合物的水解容易提供已知化合物5-乙酰基-2-噻吩羧酸，这是生产药物的重要中间体。 5-（α-烷氧基亚氨基）乙基-2-噻吩磺酸及其盐的水解分别提供新的5-乙酰基-2-噻吩磺酸及其盐。通过2-乙酰基噻吩肟的O-烷基化或通过使2-乙酰基噻吩与O-烷基羟胺直接反应，得到2-（α-烷氧基亚氨基）乙基噻吩类化合物。

3. 发明授权

US4853158A Process for preparing N,N-dialkylaniline salt of 5-acetyl-2-alkylbenzene sulfonic acid 失效
标题翻译：制备5-乙酰基-2-烷基苯磺酸的N，N-二烷基苯胺盐的方法
公开(公告)号：US4853158A
公开(公告)日：1989-08-01
申请号：US178833
申请日：1988-03-25
申请人： Kunioki Kato , Masao Kawamura , Hiroshi Goda , Kiyoshi Sawada , Kazuhiro Hamatani
发明人： Kunioki Kato , Masao Kawamura , Hiroshi Goda , Kiyoshi Sawada , Kazuhiro Hamatani
IPC分类号： C07C20060101 , C07C309/30 , C07C311/15
CPC分类号： C07C309/00
摘要： Process for preparing 2-alkyl-5-haloacetylbenzenesulfonamide represented by the general formula (1), ##STR1## (wherein R.sup.1 is an alkyl group having 1 to 5 carbon atoms; and X is a chlorine atom, bromine atom or iodine atom), characterized by halogenating a 5-acetyl-2-alkylbenzenesulfonamide represented by the general formula (2), ##STR2## (wherein R.sup.1 is the same as defined above) in a lower alcohol represented by the general formula (3),R.sup.4 --OH(wherein R.sup.4 is an alkyl group having 1 to 5 carbon atoms).
摘要翻译：用于制备由通式（1）表示的2-烷基-5-卤代乙酰基苯磺酰胺的方法，其中R1是具有1-5个碳原子的烷基; X是氯原子，溴原子或碘原子），其特征在于在通式（3）表示的低级醇中卤化由通式（2）表示的5-乙酰基-2-烷基苯磺酰胺，（IMAG）（2）（其中R 1与上述相同）），R4-OH（其中R4是具有1至5个碳原子的烷基）。

4. 发明授权

US4943655A Salt of 5-acetyl-2-alkylbenzenesulfonic acid 失效
标题翻译： 5-乙酰基-2-烷基苯磺酸盐
公开(公告)号：US4943655A
公开(公告)日：1990-07-24
申请号：US328388
申请日：1989-03-24
申请人： Kunioki Kato , Masao Kawamura , Hiroshi Goda , Kiyoshi Sawada , Kazuhiro Hamatani
发明人： Kunioki Kato , Masao Kawamura , Hiroshi Goda , Kiyoshi Sawada , Kazuhiro Hamatani
IPC分类号： C07C20060101 , C07C309/30 , C07C311/15
CPC分类号： C07C309/00
摘要： Process for preparing 2-alkyl-5-haloacetylbenzenesulfonamide represented by the general formula (1), ##STR1## (wherein R.sup.1 is an alkyl group having 1 to 5 carbon atoms; and X is a chlorine atom, bromine atom or iodine atom), characterized by halogenating a 5-acetyl-2-alkylbenzenesulfonamide represented by the general formula (2), ##STR2## (wherein R.sup.1 is the same as defined above) in a lower alcohol represented by the general formula (3),R.sup.4 --OH(wherein R.sup.4 is an alkyl group having 1 to 5 carbon atoms).

5. 发明授权

US5821388A Process for preparing .alpha.-haloacetophenone derivative 失效
标题翻译： α-卤代乙酰苯衍生物的制备方法
公开(公告)号：US5821388A
公开(公告)日：1998-10-13
申请号：US834544
申请日：1997-03-27
申请人： Junichi Sakamoto , Hideaki Nishiguchi , Hiroshi Goda
发明人： Junichi Sakamoto , Hideaki Nishiguchi , Hiroshi Goda
IPC分类号： B01J23/30 , C07B61/00 , C07C315/02 , C07C317/24 , C07C319/20 , C07C323/22
CPC分类号： C07C319/20 , C07C315/02
摘要： The present invention provides processes for preparing .alpha.-halo(methylthio)acetophenone and .alpha.-halo (methylsulfonyl)acetophenone in an industrially simple and economically advantageous manner. In the invention, methylthioacetophenone is halogenated with a halogenating agent in the presence of an alcohol, giving .alpha.-halo(methylthio) acetophenone. Then the compound is oxidized with an oxidizing agent, giving .alpha.-halo(methylsulfonyl)acetophenone.
摘要翻译：本发明提供了工业上简单且经济有利的方法制备α-卤代（甲硫基）苯乙酮和α-卤代（甲基磺酰基）苯乙酮的方法。在本发明中，甲基硫代苯乙酮用卤化剂在醇的存在下卤化，得到α-卤代（甲硫基）苯乙酮。然后用氧化剂氧化化合物，得到α-卤代（甲基磺酰基）苯乙酮。

6. 发明授权

US5210287A 2,5-dichlorophenylthioglycolic acid derivative and method for its production 失效
标题翻译： 2,5-二氯乙酰胆酸衍生物及其生产方法
公开(公告)号：US5210287A
公开(公告)日：1993-05-11
申请号：US824313
申请日：1992-01-23
申请人： Hiroshi Goda , Nario Kimura , Naohiro Yoshikawa , Katsuhiko Yoshida
发明人： Hiroshi Goda , Nario Kimura , Naohiro Yoshikawa , Katsuhiko Yoshida
IPC分类号： C07C323/66
CPC分类号： C07C323/66
摘要： The present invention is directed to novel 2,5-dichlorophenylthioglycolic acid derivative, a process for their production and a process for producing the desired product 2,5-dichlorophenylthioglycolic acid derived from said novel compounds. 2,5-dichlorophenylthioglycolic acid derivative of the present invention can be obtained by reacting 2,4,5-trichlorobenzensulfonates and thioglycolic acid in the presence of base, and said desired product can be obtained by desulfonating said compound in an aqueous solution of mineral acid. Novel 4-carboxymethylthio-2,5-dichlorobenzenesulfonates of the present invention can be used advantageously as an intermediate for the production of 2,5-dichlorophenylthioglycolic acid. The use of said intermediate makes it possible to obtain the desired product in a decreased process steps with high yield. In addition, it poses no problem of environmental pollution as pointed out with conventional methods because it uses no heavy metals.

7. 发明授权

US5773626A Method for producing 1,2-benzisothiazol-3-ones 失效
标题翻译： 1,2-苯并异噻唑-3-酮的制备方法
公开(公告)号：US5773626A
公开(公告)日：1998-06-30
申请号：US718132
申请日：1996-09-18
申请人： Hirokazu Kagano , Hiroshi Goda , Katsuhiko Yoshida , Mikio Yamamoto , Shigeki Sakaue
发明人： Hirokazu Kagano , Hiroshi Goda , Katsuhiko Yoshida , Mikio Yamamoto , Shigeki Sakaue
IPC分类号： C07D275/04 , C07D275/06
CPC分类号： C07D275/04 , C07D275/06
摘要： A method for producing a 1,2-benzisothiazol-3-one, having the steps of carrying out a reaction of a 2-(alkylthio)benzaldehyde with a hydroxylamine to give a 2-(alkylthio)benzaldehyde oxime and carrying out a reaction of the 2-(alkylthio)benzaldehyde oxime with a halogenating agent; and a method for producing a 1,2-benzisothiazol-3-one, having the steps of carrying out a reaction of a 2-halobenzonitrile with an alkanethiol in a heterogeneous solvent system in the presence of a base to give a 2-(alkylthio)benzonitrile and carrying out a reaction of the 2-(alkylthio)benzonitrile with an halogenating agent in the presence of water.
摘要翻译：一种1,2-苯并异噻唑-3-酮的制备方法，其具有2-（烷硫基）苯甲醛与羟胺反应的步骤，得到2-（烷硫基）苯甲醛肟，进行 2-（烷硫基）苯甲醛肟与卤化剂; 和1,2-苯并异噻唑-3-酮的制备方法，其具有以下步骤：在非均相溶剂体系中，在碱的存在下，使2-卤代苄腈与链烷硫醇进行反应，得到2-（烷硫基）苄腈，并在水存在下进行2-（烷硫基）苄腈与卤化剂的反应。

8. 发明授权

US5508416A Method for producing alkylsulfinylbenzamides and 1,2-benzisothiazol-3-ones 失效
标题翻译：烷基亚磺酰基苯甲酰胺和1,2-苯并异噻唑-3-酮的制备方法
公开(公告)号：US5508416A
公开(公告)日：1996-04-16
申请号：US342038
申请日：1994-11-17
申请人： Hirokazu Kagano , Hiroshi Goda , Shigeki Sakaue
发明人： Hirokazu Kagano , Hiroshi Goda , Shigeki Sakaue
IPC分类号： C07C315/02 , C07C317/44 , C07C319/14 , C07C319/18 , C07C323/62 , C07D275/04
CPC分类号： C07D275/04 , C07C315/02 , C07C319/14 , C07C319/18 , C07C2101/14
摘要： A method for producing an alkylthiobenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of an alkylthiobenzamide with a halogen in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent and a subsequent reaction with a halogen; and a method for producing a 1,2-benzisothiazol-3-one by carrying out a reaction of a 2-(alkylthio)benzamide with a halogenating agent.
摘要翻译：一种烷基硫代苯甲酰胺的制备方法，其通过在非均相溶剂中在碱存在下进行卤代苯甲酰胺与烷硫醇的反应; 通过在异质溶剂中进行烷基硫代苯甲酰胺与卤素的反应制备烷基亚磺酰基苯甲酰胺的方法; 烷基亚磺酰基苯甲酰胺的制备方法，其通过在碱存在下在非均相溶剂中进行卤代苯甲酰胺与烷硫醇的反应，随后与卤素反应; 和通过2-（烷硫基）苯甲酰胺与卤化剂的反应制备1,2-苯并异噻唑-3-酮的方法。

9. 发明授权

US5352821A 2,5-dichlorophenylthioglycolic acid derivative and method for its production 失效
标题翻译： 2,5-二氯苯硫基乙酸衍生物及其制备方法
公开(公告)号：US5352821A
公开(公告)日：1994-10-04
申请号：US19906
申请日：1993-02-19
申请人： Hiroshi Goda , Nario Kimura , Naohiro Yoshikawa , Katsuhiko Yoshida
发明人： Hiroshi Goda , Nario Kimura , Naohiro Yoshikawa , Katsuhiko Yoshida
IPC分类号： C07C323/66 , C07C323/62
CPC分类号： C07C323/66
摘要： The present invention is directed to novel 2,5-dichlorophenylthioglycolic acid derivative, a process for their production and a process for producing the desired product 2,5-dichlorophenylthioglycolic acid derived from said novel compounds. 2,5-dichlorophenylthioglycolic acid derivative of the present invention can be obtained by reacting 2,4,5-trichlorobenzensulfonates and thioglycolic acid in the presence of base, and said desired product can be obtained by desulfonating said compound in an aqueous solution of mineral acid. Novel 4-carboxymethylthio-2,5-dichlorobenzenesulfonates of the present invention can be used advantageously as an intermediate for the production of 2,5-dichlorophenylthioglycolic acid. The use of said intermediate makes it possible to obtain the desired product in a decreased process steps with high yield. In addition, it poses no problem of environmental pollution as pointed out with conventional methods because it uses no heavy metals.
摘要翻译：本发明涉及新的2,5-二氯苯基硫代乙醇酸衍生物，其制备方法和由所述新化合物衍生的所需产物2,5-二氯苯基乙氧基乙酸的制备方法。本发明的2,5-二氯苯硫代乙酸衍生物可以通过使2,4,5-三氯苯磺酸盐和巯基乙酸在碱存在下反应而获得，所需要的产物可通过将无机酸水溶液中的所述化合物脱磺酸。本发明的新型4-羧甲基硫代-2,5-二氯苯磺酸盐可以有利地用作生产2,5-二氯苯乙硫醇的中间体。使用所述中间体使得可以以降低的工艺步骤以高产率获得所需产物。另外，由于不使用重金属，因此常规方法指出了环境污染问题。

10. 发明授权

US5298630A Processes for producing 2-substituted benzo[B]thiophene 失效
标题翻译：制备2-取代苯并[b]噻吩的方法
公开(公告)号：US5298630A
公开(公告)日：1994-03-29
申请号：US945084
申请日：1992-09-15
申请人： Hirokazu Kagano , Hiroshi Goda , Katsuhiko Yoshida , Masahito Nakano
发明人： Hirokazu Kagano , Hiroshi Goda , Katsuhiko Yoshida , Masahito Nakano
IPC分类号： C07C319/14 , C07C323/22 , C07D333/56 , C07D333/70
CPC分类号： C07D333/70 , C07C319/14 , C07D333/56
摘要： A 2-alkylthiobenzaldehyde of general formula (I) is reacted with a halo compound of general formula (II) to produce a 2-substituted benzo[b]thiophene of general formula (III): ##STR1## wherein R.sup.1 means an alkyl group of 1 to 4 carbon atoms,X.sup.1 CH.sub.2 Y (II)wherein X.sup.1 means Cl or Br; Y means --CO.sub.2 H, --CO.sub.2 R.sup.2, --COR.sup.2, --CONH.sub.2 or --CN; R.sup.2 means an alkyl group of 1 to 4 carbon atoms, ##STR2## wherein Y is as defined above. The process of this invention is of great economic and industrial value, for 2-acetylbenzo[b]thiophene and 2-benzo[b]thiophenecarboxylic acid, which are important intermediates for drugs and agricultural chemicals among others, can be obtained in a simple manner, easily and in high yield.
摘要翻译：将通式（I）的2-烷硫基苯甲醛与通式（II）的卤代化合物反应，生成通式（III）的2-取代苯并（b）噻吩：（*化学结构*）（I）其中 R1表示1〜4个碳原子的烷基，X1CH2Y（Ⅱ）其中X1表示Cl或Br; Y表示-CO 2 H，-CO 2 R 2，-COR 2，-CONH 2或-CN; R2表示1〜4个碳原子的烷基，（*化学结构*）（III）其中Y如上定义。本发明的方法具有很大的经济和工业价值，可以以简单的方式获得作为药物和农药等重要中间体的2-乙酰基苯并（b）噻吩和2-苯并（b）噻吩羧酸，容易和高产量。

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