CZ285520B6 - 4-hydroxy-2` -nitrobutyrofenon a tetrahydro-2-(o nitrofenyl)-2-furanol a způsob výroby 4-halogen -2`-nitrobutyrofenonu - Google Patents
4-hydroxy-2` -nitrobutyrofenon a tetrahydro-2-(o nitrofenyl)-2-furanol a způsob výroby 4-halogen -2`-nitrobutyrofenonuInfo
- Publication number
- CZ285520B6 CZ285520B6 CZ932762A CZ276293A CZ285520B6 CZ 285520 B6 CZ285520 B6 CZ 285520B6 CZ 932762 A CZ932762 A CZ 932762A CZ 276293 A CZ276293 A CZ 276293A CZ 285520 B6 CZ285520 B6 CZ 285520B6
- Authority
- CZ
- Czechia
- Prior art keywords
- cpd
- formula
- reacting
- nitrobutyrophenone
- haloethanol
- Prior art date
Links
- 150000005181 nitrobenzenes Chemical class 0.000 title 1
- WBEMUPAQEAUPKF-UHFFFAOYSA-N 2-(2-nitrophenyl)oxolan-2-ol Chemical compound C=1C=CC=C([N+]([O-])=O)C=1C1(O)CCCO1 WBEMUPAQEAUPKF-UHFFFAOYSA-N 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 239000012433 hydrogen halide Substances 0.000 abstract 2
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000003444 phase transfer catalyst Substances 0.000 abstract 2
- HJJMZFWWAYITCI-UHFFFAOYSA-N 3-(2-nitrobenzoyl)oxolan-2-one Chemical compound [O-][N+](=O)C1=CC=CC=C1C(=O)C1C(=O)OCC1 HJJMZFWWAYITCI-UHFFFAOYSA-N 0.000 abstract 1
- FWJBSIHKBKEPQX-UHFFFAOYSA-N 4-hydroxy-1-(2-nitrophenyl)butan-1-one Chemical compound OCCCC(=O)C1=CC=CC=C1[N+]([O-])=O FWJBSIHKBKEPQX-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical group [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Furan Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Řešení se týká 4-hydroxy-2'-nitrobutyrofenonu a tetrahydro-2(o-nitrofenyl)-2-furanolu, a jejich směsí. Tyto látka jsou důležitými meziprodukty při výrobě herbicidního činidla, selektivního vůči plodinám, 1-||(cyklopropylkarbonyl(fenyl| sulfamoyl|-3-4-(4,6-dimethoxy-2-pyrimidinyl) močoviny. Dále je popsán způsob výroby 4-halogen-2'-nitrobutyrofenonu, což je také užitečný meziprodukt při výrobě 1-||o-(cyklopropylkarbonyl)fenyl|-sulfamoyl|-3- -)4,6-dimethoxy-2-parimidinyl)močoviny.ŕ
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/997,844 US5281726A (en) | 1992-12-29 | 1992-12-29 | 4-hydroxy-2'-nitrobutyrophenone and tetrahydro-2-(o-nitrophenyl)-2-furanol useful as intermediates in the preparation of a crop-selective herbicide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CZ276293A3 CZ276293A3 (en) | 1994-07-13 |
| CZ285520B6 true CZ285520B6 (cs) | 1999-08-11 |
Family
ID=25544466
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ932762A CZ285520B6 (cs) | 1992-12-29 | 1993-12-15 | 4-hydroxy-2` -nitrobutyrofenon a tetrahydro-2-(o nitrofenyl)-2-furanol a způsob výroby 4-halogen -2`-nitrobutyrofenonu |
| CZ984373A CZ285777B6 (cs) | 1992-12-29 | 1993-12-15 | Způsob výroby 4-halogen-2´-nitrobutyrofenonu |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ984373A CZ285777B6 (cs) | 1992-12-29 | 1993-12-15 | Způsob výroby 4-halogen-2´-nitrobutyrofenonu |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US5281726A (cs) |
| EP (1) | EP0604705B1 (cs) |
| JP (1) | JP3488928B2 (cs) |
| KR (1) | KR970006886B1 (cs) |
| CN (1) | CN1055678C (cs) |
| AT (1) | ATE143940T1 (cs) |
| AU (1) | AU671165B2 (cs) |
| BR (1) | BR9305256A (cs) |
| CA (1) | CA2112414C (cs) |
| CZ (2) | CZ285520B6 (cs) |
| DE (1) | DE69305314T2 (cs) |
| DK (1) | DK0604705T3 (cs) |
| ES (1) | ES2092734T3 (cs) |
| HU (1) | HU213252B (cs) |
| IL (1) | IL108189A (cs) |
| MX (1) | MX9307492A (cs) |
| SG (1) | SG47558A1 (cs) |
| SK (1) | SK279439B6 (cs) |
| TW (1) | TW235292B (cs) |
| ZA (1) | ZA939739B (cs) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6127576A (en) * | 1996-12-20 | 2000-10-03 | American Cyanamid Company | Aminophenyl ketone derivatives and a method for the preparation thereof |
| TW434205B (en) * | 1997-01-06 | 2001-05-16 | American Cyanamid Co | Aryne intermediates and a process for the preparation thereof |
| US5856576A (en) * | 1997-02-04 | 1999-01-05 | American Cyanamid Company | Aryne intermediates and a process for the preparation thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3562277A (en) | 1967-09-06 | 1971-02-09 | Shulton Inc | Ketonic derivatives of phenyl piperazines |
| FI60559C (fi) * | 1975-07-17 | 1982-02-10 | Sumitomo Chemical Co | Foerfarande foer framstaellning av ny-(tertiaer amino)-orto-aminobutyrofenonfoereningar |
| US5009699A (en) * | 1990-06-22 | 1991-04-23 | American Cyanamid Company | 1-{[O-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidinyl)urea herbicidal composition and use |
-
1992
- 1992-12-29 US US07/997,844 patent/US5281726A/en not_active Expired - Lifetime
-
1993
- 1993-08-05 DE DE69305314T patent/DE69305314T2/de not_active Expired - Lifetime
- 1993-08-05 SG SG1996002822A patent/SG47558A1/en unknown
- 1993-08-05 DK DK93112564.5T patent/DK0604705T3/da active
- 1993-08-05 ES ES93112564T patent/ES2092734T3/es not_active Expired - Lifetime
- 1993-08-05 AT AT93112564T patent/ATE143940T1/de not_active IP Right Cessation
- 1993-08-05 EP EP93112564A patent/EP0604705B1/en not_active Expired - Lifetime
- 1993-08-16 TW TW082106572A patent/TW235292B/zh active
- 1993-10-22 CN CN93119057A patent/CN1055678C/zh not_active Expired - Fee Related
- 1993-11-29 MX MX9307492A patent/MX9307492A/es not_active IP Right Cessation
- 1993-12-15 CZ CZ932762A patent/CZ285520B6/cs not_active IP Right Cessation
- 1993-12-15 CZ CZ984373A patent/CZ285777B6/cs not_active IP Right Cessation
- 1993-12-21 SK SK1460-93A patent/SK279439B6/sk unknown
- 1993-12-22 JP JP34554493A patent/JP3488928B2/ja not_active Expired - Fee Related
- 1993-12-24 CA CA002112414A patent/CA2112414C/en not_active Expired - Fee Related
- 1993-12-24 AU AU52678/93A patent/AU671165B2/en not_active Ceased
- 1993-12-27 IL IL10818993A patent/IL108189A/en active IP Right Grant
- 1993-12-28 HU HU9303773A patent/HU213252B/hu not_active IP Right Cessation
- 1993-12-28 ZA ZA939739A patent/ZA939739B/xx unknown
- 1993-12-28 KR KR1019930030415A patent/KR970006886B1/ko not_active Expired - Fee Related
- 1993-12-28 BR BR9305256A patent/BR9305256A/pt not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA939739B (en) | 1994-08-18 |
| MX9307492A (es) | 1994-08-31 |
| US5281726A (en) | 1994-01-25 |
| HUT66564A (en) | 1994-12-28 |
| HU9303773D0 (en) | 1994-04-28 |
| DE69305314D1 (de) | 1996-11-14 |
| ES2092734T3 (es) | 1996-12-01 |
| EP0604705A1 (en) | 1994-07-06 |
| JPH06199742A (ja) | 1994-07-19 |
| CZ285777B6 (cs) | 1999-11-17 |
| JP3488928B2 (ja) | 2004-01-19 |
| CA2112414C (en) | 2004-01-27 |
| SK279439B6 (sk) | 1998-11-04 |
| TW235292B (cs) | 1994-12-01 |
| AU5267893A (en) | 1994-07-14 |
| HK1001051A1 (en) | 1998-05-22 |
| CA2112414A1 (en) | 1994-06-30 |
| SK146093A3 (en) | 1994-12-07 |
| DK0604705T3 (da) | 1996-11-18 |
| HU213252B (en) | 1997-04-28 |
| ATE143940T1 (de) | 1996-10-15 |
| CN1088910A (zh) | 1994-07-06 |
| IL108189A0 (en) | 1994-04-12 |
| AU671165B2 (en) | 1996-08-15 |
| EP0604705B1 (en) | 1996-10-09 |
| DE69305314T2 (de) | 1997-03-06 |
| CN1055678C (zh) | 2000-08-23 |
| SG47558A1 (en) | 1998-04-17 |
| BR9305256A (pt) | 1994-11-01 |
| KR970006886B1 (ko) | 1997-04-30 |
| IL108189A (en) | 1998-07-15 |
| KR940014295A (ko) | 1994-07-18 |
| CZ276293A3 (en) | 1994-07-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| IF00 | In force as of 2000-06-30 in czech republic | ||
| MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20011215 |