JPS6172744A - ２−アルキル−５−ハロアセチルベンゼンスルホンアミドの製造法 - Google Patents
２−アルキル−５−ハロアセチルベンゼンスルホンアミドの製造法Info
- Publication number
- JPS6172744A JPS6172744A JP19647084A JP19647084A JPS6172744A JP S6172744 A JPS6172744 A JP S6172744A JP 19647084 A JP19647084 A JP 19647084A JP 19647084 A JP19647084 A JP 19647084A JP S6172744 A JPS6172744 A JP S6172744A
- Authority
- JP
- Japan
- Prior art keywords
- acetyl
- alkyl
- sulfonamide
- lower alcohol
- formula
- 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
- 229940124530 sulfonamide Drugs 0.000 title abstract 3
- 150000003456 sulfonamides Chemical class 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 230000002140 halogenating effect Effects 0.000 claims abstract description 5
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 4
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 3
- 239000003905 agrochemical Substances 0.000 abstract description 3
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000003814 drug Substances 0.000 abstract description 3
- 230000002862 amidating effect Effects 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 239000007858 starting material Substances 0.000 abstract description 2
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 7
- -1 alkylbenzene sulfone Chemical class 0.000 description 4
- 239000000543 intermediate Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- FOBJXKVZKYRFOO-UHFFFAOYSA-N 5-acetyl-2-methylbenzenesulfonamide Chemical compound CC(=O)C1=CC=C(C)C(S(N)(=O)=O)=C1 FOBJXKVZKYRFOO-UHFFFAOYSA-N 0.000 description 2
- 238000005658 halogenation reaction Methods 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PVAMBGJTLUGNHX-UHFFFAOYSA-N 5-acetyl-2-ethylbenzenesulfonamide Chemical compound CCC1=CC=C(C(C)=O)C=C1S(N)(=O)=O PVAMBGJTLUGNHX-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940030600 antihypertensive agent Drugs 0.000 description 1
- 239000002220 antihypertensive agent Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical class NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19647084A JPS6172744A (ja) | 1984-09-18 | 1984-09-18 | ２−アルキル−５−ハロアセチルベンゼンスルホンアミドの製造法 |
| DE8585105921T DE3564569D1 (en) | 1984-05-15 | 1985-05-14 | Process for preparing 2-alkyl-5-haloacetylbenzenesulfonamide |
| EP85105921A EP0162404B1 (en) | 1984-05-15 | 1985-05-14 | Process for preparing 2-alkyl-5-haloacetylbenzenesulfonamide |
| US07/178,833 US4853158A (en) | 1984-05-15 | 1988-03-25 | Process for preparing N,N-dialkylaniline salt of 5-acetyl-2-alkylbenzene sulfonic acid |
| US07/328,388 US4943655A (en) | 1984-05-15 | 1989-03-24 | Salt of 5-acetyl-2-alkylbenzenesulfonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19647084A JPS6172744A (ja) | 1984-09-18 | 1984-09-18 | ２−アルキル−５−ハロアセチルベンゼンスルホンアミドの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6172744A true JPS6172744A (ja) | 1986-04-14 |
| JPS6346066B2 JPS6346066B2 (enrdf_load_stackoverflow) | 1988-09-13 |
Family
ID=16358336
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19647084A Granted JPS6172744A (ja) | 1984-05-15 | 1984-09-18 | ２−アルキル−５−ハロアセチルベンゼンスルホンアミドの製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6172744A (enrdf_load_stackoverflow) |
-
1984
- 1984-09-18 JP JP19647084A patent/JPS6172744A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6346066B2 (enrdf_load_stackoverflow) | 1988-09-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3840597A (en) | Substituted 2-phenoxy alkane-sulfonanilides | |
| DE69707865T2 (de) | Biphenylsulfonamid matrix metalloproteinase inhibitoren | |
| US3236871A (en) | 3, 5-dinitro-o-toluhydroxamic acid and esters and anhydrides thereof | |
| JPS62289544A (ja) | 含フツ素化合物 | |
| US3564607A (en) | Halogenated aryloxyacetyl cyanamides | |
| JPS61158947A (ja) | 光学活性２−（４−ヒドロキシフエノキシ）プロピオン酸の製法 | |
| GB1586462A (en) | Phenonyalkanoic acids and derivatives thereof useful as herbicides | |
| JPS6210058A (ja) | ビス（４−ヒドロキシ−３，５−ジブロモフエニル）スルホン誘導体の製法 | |
| JPS6172744A (ja) | ２−アルキル−５−ハロアセチルベンゼンスルホンアミドの製造法 | |
| JP2878360B2 (ja) | 光学活性な〔（アリールオキシ）フェノキシ〕プロピオネート除草剤の製造においてラセミ化を最小にするための改良方法 | |
| JP2849470B2 (ja) | ２―（クロロ，ブロモ，またはニトロ）―４―（アルキルスルフォニル）安息香酸の調製および中間体 | |
| DE69905633T2 (de) | Verfahren zur Herstellung von Phenoxyphenylsulfonsäurehalogeniden | |
| HU190367B (en) | Process for producing 1-carbamoyl-1,3-bracket-3,5-dichloro-phenyl-bracket closed-hidanthoines and the intermediate 1-chloro-carbonyl-3-bracket-3,5-dichloro-phenyl-bracket closed-hidanthoine | |
| US2763684A (en) | Hydrazides of dihydroxybenzoic acids | |
| JP2943944B2 (ja) | ３−置換−２，４，５−トリフルオロ安息香酸及びその 製造方法 | |
| JPS63159353A (ja) | ニトロ置換４―トリフルオロメチル安息香酸の製造方法 | |
| JPS63141958A (ja) | ジフエニルエーテル化合物の製造方法 | |
| JPS625936A (ja) | フツ素含有芳香族化合物および防菌防黴剤 | |
| JP2648346B2 (ja) | ハロゲノイサト酸無水物の製法 | |
| MELTZER et al. | 4-(4'-Hydroxyphenoxy)-3-iodophenylacetic Acid and Iodinated Derivatives | |
| JPH0399065A (ja) | イミダゾール系化合物の製造方法 | |
| JP2500316B2 (ja) | １，４，５，８―テトラキス（ハロゲノメチル）ナフタレン誘導体、およびその製造方法 | |
| JPS61152677A (ja) | ２−ハロアセチルチオフエン類の製造法 | |
| JPS6011022B2 (ja) | １−（３，５−ジメトキシ−４−ヒドロキシ）フエニル−２−（ｎ−メチル）アミノ−エタノ−ルの塩酸塩の製造法 | |
| JPH0344375A (ja) | ５―ヒドロキシピラゾール類の製造法 |