GB1179250A - Benzofuran Derivatives - Google Patents
Benzofuran DerivativesInfo
- Publication number
- GB1179250A GB1179250A GB5496366A GB5496366A GB1179250A GB 1179250 A GB1179250 A GB 1179250A GB 5496366 A GB5496366 A GB 5496366A GB 5496366 A GB5496366 A GB 5496366A GB 1179250 A GB1179250 A GB 1179250A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- methoxy
- compounds
- methallyloxy
- reacting
- 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
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
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/86—Benzo [b] furans; Hydrogenated benzo [b] furans with an oxygen atom directly attached in position 7
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Abstract
1,179,250. Benzofuran derivatives. FISONS PEST CONTROL Ltd. 24 Aug., 1967 [16 Sept., 1966; 8 Dec., 1966], Nos. 41466/66 and 54963/66. Heading C2C. Novel 2,3-dihydro-2-methyl-7-alkoxy -benzofurans of Formula (I) wherein R<SP>1</SP> is hydrogen or methyl, R<SP>2</SP> and R<SP>3</SP> (which are the same or different) are hydrogen or alkyl (C 1 -C 5 ), R<SP>4</SP> is alkyl (C 1 -C 5 ) and R<SP>5</SP>, R<SP>6</SP>, R<SP>7</SP> (which are the same or different) are hydrogen, alkyl (C 1 -C 5 ), or halogen are prepared either by reacting 1 - alkoxy - 2 - alkenyloxybenzenes of the Formula (II) with one or more Claisen rearrangement catalysts (e.g. anhydrous magnesium chloride) at elevated temperatures to effect a Claisen rearrangement and cyclization in a single step or by converting compounds of Formula (II) to those of Formula (III) by heating with a tertiary base and then reacting compounds of Formula (III) with a cyclization agent (e.g. formic acid, phosphoric acid, or a hydrobromic acid/acetic acid mixture). Compounds of Formula (I) may be converted into benzofuranols by reacting with pyridine hydrochloride or pyridine base hydrochloride at an elevated temperature; the benzofuranols in turn may be converted to carbamates by forming the chloroformates followed by reaction with an amine. As starting materials, compounds of Formula (II), viz. 1 - methoxy - 2 - methallyloxybenzene, 1 - methoxy - 2 - methallyloxy - 4 - methylbenzene, 1 - chloro - 4 - methallyloxy - 3 - methoxy - benzene and 4-methallyloxy-3-methoxy-toluene are prepared by reacting the correspondingly substituted methoxy phenols with methallyl chloride. Compounds of Formula (III) isolated are 2- methallyl - 6 - methoxyphenol, 2 - methallyl - 3 - methyl - 6 - methoxyphenol, 4 - chloro - 6 - methallyl - 2 - methoxyphenol and 4 - methallyloxy - 3 - methoxytoluene.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB5496366A GB1179250A (en) | 1966-09-16 | 1966-09-16 | Benzofuran Derivatives |
DE19671643352 DE1643352A1 (en) | 1966-09-16 | 1967-08-29 | Process for the preparation of 2,3-dihydro-2-methyl-7-alkoxy-benzofurans |
BE703726D BE703726A (en) | 1966-09-16 | 1967-09-11 | |
CH1271567A CH475975A (en) | 1966-09-16 | 1967-09-12 | Process for the preparation of dihydro alkoxy benzofurans |
NL6712601A NL6712601A (en) | 1966-09-16 | 1967-09-14 | |
FR1548441D FR1548441A (en) | 1966-09-16 | 1967-09-14 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4146666 | 1966-09-16 | ||
GB5496366A GB1179250A (en) | 1966-09-16 | 1966-09-16 | Benzofuran Derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1179250A true GB1179250A (en) | 1970-01-28 |
Family
ID=26264683
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5496366A Expired GB1179250A (en) | 1966-09-16 | 1966-09-16 | Benzofuran Derivatives |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE703726A (en) |
CH (1) | CH475975A (en) |
DE (1) | DE1643352A1 (en) |
FR (1) | FR1548441A (en) |
GB (1) | GB1179250A (en) |
NL (1) | NL6712601A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4256647A (en) | 1978-11-30 | 1981-03-17 | Philagro | Process for the preparation of 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofurane |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2470768A1 (en) * | 1979-12-07 | 1981-06-12 | Rhone Poulenc Agrochimie | PROCESS FOR THE PREPARATION OF BENZOFURAN DERIVATIVES |
-
1966
- 1966-09-16 GB GB5496366A patent/GB1179250A/en not_active Expired
-
1967
- 1967-08-29 DE DE19671643352 patent/DE1643352A1/en active Pending
- 1967-09-11 BE BE703726D patent/BE703726A/xx unknown
- 1967-09-12 CH CH1271567A patent/CH475975A/en not_active IP Right Cessation
- 1967-09-14 FR FR1548441D patent/FR1548441A/fr not_active Expired
- 1967-09-14 NL NL6712601A patent/NL6712601A/xx unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4256647A (en) | 1978-11-30 | 1981-03-17 | Philagro | Process for the preparation of 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofurane |
Also Published As
Publication number | Publication date |
---|---|
FR1548441A (en) | 1968-12-06 |
CH475975A (en) | 1969-07-31 |
BE703726A (en) | 1968-03-11 |
NL6712601A (en) | 1968-03-18 |
DE1643352A1 (en) | 1971-02-25 |
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