GB1127929A - Phenylpyrrole carboxylic acid derivatives and process for the preparation thereof - Google Patents
Phenylpyrrole carboxylic acid derivatives and process for the preparation thereofInfo
- Publication number
- GB1127929A GB1127929A GB4162565A GB4162565A GB1127929A GB 1127929 A GB1127929 A GB 1127929A GB 4162565 A GB4162565 A GB 4162565A GB 4162565 A GB4162565 A GB 4162565A GB 1127929 A GB1127929 A GB 1127929A
- Authority
- GB
- United Kingdom
- Prior art keywords
- esterified
- halogen
- carboxylic acid
- water
- phenylpyrrole
- 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.)
- Expired
Links
- JKPQOHQTACWXPF-UHFFFAOYSA-N 3-phenyl-1h-pyrrole-2-carboxylic acid Chemical class N1C=CC(C=2C=CC=CC=2)=C1C(=O)O JKPQOHQTACWXPF-UHFFFAOYSA-N 0.000 title 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 150000003233 pyrroles Chemical class 0.000 abstract 2
- 238000003797 solvolysis reaction Methods 0.000 abstract 2
- 125000004953 trihalomethyl group Chemical group 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000006371 dihalo methyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1,127,929. Pyrroles. FUJISAWA PHARMACEUTICAL CO. Ltd. 30 Sept., 1965 [24 Sept., 1964; 8 April, 1965], No. 41625/65. Heading C2C. Compounds of the formula (wherein X is H, halogen, NO 2 or C 1-6 alkoxy; Y is halogen, NO 2 or C 1-6 alkoxy; R<SP>3</SP> is H or halogen; R<SP>1</SP> and R<SP>2</SP> are H, CO 2 H or esterified CO 2 H; and one of R<SP>1</SP> and R<SP>2</SP> must be CO 2 H or esterified CO 2 H), which are novel when R<SP>2</SP> is not esterified CO 2 H, are prepared by solvolysis of corresponding pyrroles containing trihalomethyl and/or esterified carboxyl groups in the 2- and/or 5-positions. Solvolysis may be effected with water, an aliphatic carboxylic acid or an aliphatic or aromatic alcohol, and, when water or an alcohol is used, is preferably effected in the presence of a base, or, with water, an acid. Depending on the conditions, a trihalomethyl group may be converted to a free or esterified carboxyl group, and an esterified carboxyl group may be hydrolysed. The starting materials may also be mixed with corresponding dihalomethyl compounds, which are also hydrolysed if an oxidizing agent is also present.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7313864 | 1964-12-24 | ||
| JP2073365 | 1965-04-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1127929A true GB1127929A (en) | 1968-09-18 |
Family
ID=26357710
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4162565A Expired GB1127929A (en) | 1964-12-24 | 1965-09-30 | Phenylpyrrole carboxylic acid derivatives and process for the preparation thereof |
Country Status (4)
| Country | Link |
|---|---|
| AT (1) | AT266818B (en) |
| CH (1) | CH469705A (en) |
| DE (1) | DE1545861A1 (en) |
| GB (1) | GB1127929A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1061072A1 (en) * | 1999-06-17 | 2000-12-20 | ISAGRO RICERCA S.r.l. | Pyrrolic compounds with a high herbicidal activity and their agronomic use |
-
1965
- 1965-09-29 DE DE19651545861 patent/DE1545861A1/en active Pending
- 1965-09-30 AT AT890065A patent/AT266818B/en active
- 1965-09-30 CH CH1349665A patent/CH469705A/en unknown
- 1965-09-30 GB GB4162565A patent/GB1127929A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1061072A1 (en) * | 1999-06-17 | 2000-12-20 | ISAGRO RICERCA S.r.l. | Pyrrolic compounds with a high herbicidal activity and their agronomic use |
| US6391827B1 (en) | 1999-06-17 | 2002-05-21 | Isagro Ricerca S.R.L. | Pyrrolic compounds having a high herbicidal activity and their agronomic use |
Also Published As
| Publication number | Publication date |
|---|---|
| CH469705A (en) | 1969-03-15 |
| AT266818B (en) | 1968-12-10 |
| DE1545861A1 (en) | 1969-12-11 |
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