GB1078756A

GB1078756A – Process for the preparation of 3-methylflavone-8-carboxylic acid
– Google Patents

GB1078756A – Process for the preparation of 3-methylflavone-8-carboxylic acid
– Google Patents
Process for the preparation of 3-methylflavone-8-carboxylic acid

Info

Publication number
GB1078756A

GB1078756A
GB41293/64A
GB4129364A
GB1078756A
GB 1078756 A
GB1078756 A
GB 1078756A
GB 41293/64 A
GB41293/64 A
GB 41293/64A
GB 4129364 A
GB4129364 A
GB 4129364A
GB 1078756 A
GB1078756 A
GB 1078756A
Authority
GB
United Kingdom
Prior art keywords
propenyl
prepared
allyl
formula
carboxylic acid
Prior art date
1963-10-10
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

Application number
GB41293/64A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Recordati Industria Chimica e Farmaceutica SpA

Original Assignee
Recordati Industria Chimica e Farmaceutica SpA
Priority date (The priority date 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 date listed.)
1963-10-10
Filing date
1964-10-09
Publication date
1967-08-09

1964-10-09
Application filed by Recordati Industria Chimica e Farmaceutica SpA
filed
Critical
Recordati Industria Chimica e Farmaceutica SpA

1967-08-09
Publication of GB1078756A
publication
Critical
patent/GB1078756A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings

C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems

C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring

C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4

C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3

C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only

C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones

Abstract

Carboxylic acids of the formula are prepared by oxidizing the corresponding compound having at the 8-position an alkenyl group of 3 carbon atoms in a pyridine-water suspension with an oxidizing agent, such as potassium permanganate, in the presence of a magnesium salt of a mineral acid such as magnesium nitrate, then filtering the reaction mixture and acidifying the filtrate to produce the free acid. The carboxylic acid may be converted to the hydrochloride of an ester of the formula by reaction with a chloride of the formula RCl.HCl, where R is -CH2-CH2-N(CH3)2, -CH2-CH2-N(C2H5)2, -CH2-CH2-N(nC3-H7)2, -CH2-CH2-N(iC3H7)2, -CH2-CH2-CH2 -N(CH3)2, -CH2-CH2-CH2-N(C2H5)2, b -piperidinoethyl- or b -morpholinoethyl-. 8-Allyl- and 8-(propenyl-1)-3-methyl-flavone are prepared by reacting 3-allyl- and 3-(propenyl-1)-2-hydroxy-propiophenone with benzoyl chloride. 3 – (Propenyl – 1) – 2 – hydroxy – propiophenone is prepared by the isomerization of the corresponding 3-allyl compound.

GB41293/64A
1963-10-10
1964-10-09
Process for the preparation of 3-methylflavone-8-carboxylic acid

Expired

GB1078756A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

IT2068863

1963-10-10

Publications (1)

Publication Number
Publication Date

GB1078756A
true

GB1078756A
(en)

1967-08-09

Family
ID=11170581
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB41293/64A
Expired

GB1078756A
(en)

1963-10-10
1964-10-09
Process for the preparation of 3-methylflavone-8-carboxylic acid

Country Status (10)

Country
Link

US
(1)

US3350411A
(en)

BE
(1)

BE653323A
(en)

BR
(1)

BR6461973D0
(en)

CH
(1)

CH469700A
(en)

DE
(1)

DE1518117B1
(en)

DK
(1)

DK111113B
(en)

FR
(1)

FR4092M
(en)

GB
(1)

GB1078756A
(en)

NL
(1)

NL6410430A
(en)

SE
(1)

SE325036B
(en)

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US5116954A
(en)

*

1988-04-06
1992-05-26
Lipha, Lyonnaise Industrielle Pharmaceutique
Pharmaceutically useful flavonoic compounds containing at least one substituent on the benzopyranone ring moiety

Families Citing this family (12)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3892759A
(en)

*

1970-08-01
1975-07-01
Recordati Chem Pharm
Method for preparing aminoalkanol esters of 3-methylflavone-8-carboxylic acid

FR2516922A1
(en)

*

1981-11-25
1983-05-27
Lipha

ACIDS (OXO-4-4H- (1) -BENZOPYRAN-8-YL) ALKANOIC, SALTS AND DERIVATIVES, PREPARATION AND DRUG CONTAINING THEM

JPS58225083A
(en)

*

1982-06-23
1983-12-27
Nippon Shinyaku Co Ltd
Methylflavone derivative

US4525356A
(en)

*

1982-11-02
1985-06-25
Hokuriku Pharmaceutical Co., Ltd.
N-substituted flavone-8-carboxamides

IT1254469B
(en)

*

1992-02-25
1995-09-25
Recordati Chem Pharm

BENZOPYRANIC AND BENZOTHIOPYRANIC DERIVATIVES

US5605896A
(en)

*

1992-02-25
1997-02-25
Recordati S.A., Chemical And Pharmaceutical Company
Bicyclic heterocyclic derivatives having α1 adrenergic and 5HT1A activities

US5474994A
(en)

*

1992-05-26
1995-12-12
Recordati S.A., Chemical And Pharmaceutical Company
Bicyclic heterocyclic derivatives having α1 -adrenergic and 5HT1A

IT1258315B
(en)

*

1992-04-10
1996-02-22
Recordati Chem Pharm

FLAVONE DERIVATIVES

DE4329898A1
(en)

*

1993-09-04
1995-04-06
Marcus Dr Besson

Wireless medical diagnostic and monitoring device

CN110981843A
(en)

*

2019-12-12
2020-04-10
山东鲁西药业有限公司
Process method for extracting 3-methylflavone-8-carboxylic acid from flavoxate hydrochloride kettle residue waste

CN112625019A
(en)

*

2020-12-24
2021-04-09
江西人可医药科技有限公司
Preparation method and application of 7-methoxy-3-methylflavone as intermediate of dimethylfrelin hydrochloride

CN114736183B
(en)

*

2022-04-14
2023-10-17
迪嘉药业集团股份有限公司
Preparation method of 3-methyl flavone-8-carboxylic acid

Family Cites Families (4)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

CH353014A
(en)

*

1957-11-05
1961-03-31
Recordati Lab Farmacologico S

Process for obtaining hydrochlorides of basic esters of 3-methylflavon-8-carboxylic acid

CH353015A
(en)

*

1957-11-05
1961-03-31
Recordati Lab Farmacologico S

Process for the preparation of 3-methylflavon-8-carboxylic acid

US2921070A
(en)

*

1957-11-05
1960-01-12
Recordati Lab Farmacologico S
Basic esters of 3-methylflavone-8-carboxylic acid

US3244706A
(en)

*

1963-04-09
1966-04-05
Smith Kline French Lab
Novel alkoxytriphenylacrylic acid derivatives and related compounds

1964

1964-08-03
US
US395346A
patent/US3350411A/en
not_active
Expired – Lifetime

1964-08-21
BR
BR161973/64A
patent/BR6461973D0/en
unknown

1964-09-08
NL
NL6410430A
patent/NL6410430A/xx
unknown

1964-09-14
DK
DK453864AA
patent/DK111113B/en
unknown

1964-09-21
CH
CH1226364A
patent/CH469700A/en
unknown

1964-09-21
BE
BE653323D
patent/BE653323A/xx
unknown

1964-09-29
DE
DE19641518117
patent/DE1518117B1/en
active
Pending

1964-10-03
SE
SE11920/64A
patent/SE325036B/xx
unknown

1964-10-09
GB
GB41293/64A
patent/GB1078756A/en
not_active
Expired

1964-11-24
FR
FR996044A
patent/FR4092M/fr
not_active
Expired

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US5116954A
(en)

*

1988-04-06
1992-05-26
Lipha, Lyonnaise Industrielle Pharmaceutique
Pharmaceutically useful flavonoic compounds containing at least one substituent on the benzopyranone ring moiety

Also Published As

Publication number
Publication date

BR6461973D0
(en)

1973-07-17

DE1518117B1
(en)

1971-01-21

NL6410430A
(en)

1965-04-12

US3350411A
(en)

1967-10-31

CH469700A
(en)

1969-03-15

SE325036B
(en)

1970-06-22

DK111113B
(en)

1968-06-10

FR4092M
(en)

1966-04-18

BE653323A
(en)

1965-01-18

Similar Documents

Publication
Publication Date
Title

GB1078756A
(en)

1967-08-09

Process for the preparation of 3-methylflavone-8-carboxylic acid

ES427863A1
(en)

1976-09-01

3-Methylenecephalosporins and process for production thereof

GB1304925A
(en)

1973-01-31

GB1155020A
(en)

1969-06-11

Azido-Thiazolidine Compounds and process for their manufacture

ES449817A1
(en)

1977-08-01

Substituted 2-phenylimino-thiazolines a process for their preparation and their use as ectoparasiticides

ES421098A1
(en)

1976-08-01

Fluoro-substituted thiaxanthene derivatives

GB1381442A
(en)

1975-01-22

Process for the preparation of prostaglandin precursors

GB1298620A
(en)

1972-12-06

Substituted benzopyrans and process for the production thereof

ES401264A1
(en)

1975-02-16

Penicillins

GB1088739A
(en)

1967-10-25

A process for producing n-acetyl esters of substituted racemic ª‡-amino acids

GB846737A
(en)

1960-08-31

3-substituted 4-hydroxybenzoic acids and their preparation

ES421284A1
(en)

1976-04-16

Procedure for the preparation of derivatives of pirrocolinacetic acids. (Machine-translation by Google Translate, not legally binding)

ES392014A1
(en)

1973-08-01

Procedure for the preparation of the 6 deoxy-5-oxitetraciclina esteres. (Machine-translation by Google Translate, not legally binding)

GB1018780A
(en)

1966-02-02

Steroid (2,3í¬c) furazan compounds and the process for the production thereof

GB1528944A
(en)

1978-10-18

Alpha-halogeno-delta-unsaturated carboxylic acid esters and their cyclisation to substituted cyclopropane-carboxylic esters

ES387498A1
(en)

1974-01-16

Process and intermediates for preparing benzamide compounds

GB1031541A
(en)

1966-06-02

New process for the manufacture of yohimbane compounds

ES450336A1
(en)

1977-09-01

Process for manufacturing chlorothianthrenes

GB1155029A
(en)

1969-06-11

7-Amino-3-Desacetyloxymethyl-3-Formyl-Isocephalosporanic Acid compounds and process for their manufacture

ES422343A1
(en)

1976-12-01

A procedure for preparing 3-substitute methyl-2 or 3-cefem-4- carboxylic acids. (Machine-translation by Google Translate, not legally binding)

GB1074733A
(en)

1967-07-05

Improvements in or relating to sluphonyl ureas and the manufacture thereof

ES391431A1
(en)

1973-07-01

A procedure for the preparation of an N-phenyl carbamate compound. (Machine-translation by Google Translate, not legally binding)

GB1155028A
(en)

1969-06-11

Reactive Esters of Hydroxy-Thiazolidine Compounds and process for their manufacture

GB1155026A
(en)

1969-06-11

Process for the manufacture of Hydroxy-Thiazolidine Compounds

JPS51131821A
(en)

1976-11-16

Process for preparation of gamma-halo-delta-unsaturated carboxylic acids

Download PDF in English