GB463456A - Improvements in the manufacture and production of compounds of the azaphenanthrene series - Google Patents

Improvements in the manufacture and production of compounds of the azaphenanthrene series

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Publication number
GB463456A
GB463456A GB3374335A GB3374335A GB463456A GB 463456 A GB463456 A GB 463456A GB 3374335 A GB3374335 A GB 3374335A GB 3374335 A GB3374335 A GB 3374335A GB 463456 A GB463456 A GB 463456A
Authority
GB
United Kingdom
Prior art keywords
carboxylic acid
acid chloride
azaphenanthrene
acetyl group
condensed
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
Application number
GB3374335A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB3374335A priority Critical patent/GB463456A/en
Publication of GB463456A publication Critical patent/GB463456A/en
Expired legal-status Critical Current

Links

Abstract

Monoazaphenanthrene derivatives are prepared by condensing aminomonoazophenanthrenes with o-oxycarboxylic acids of cyclic compounds, or with the corresponding o-acylated carboxylic acid chlorides in the presence of organic diluents and splitting off the acyl radicle. In examples: (1) 9-amino-4-phenanthrene is condensed with 2-oxynaphthalene-3-carboxylic acid in pyridine in presence of phosphorus pentoxide; with 2-acetoxyanthracene-3-carboxylic acid chloride in ether followed by saponification by means of acids or bases; with 3-acetoxydibenzofuran-2-carboxylic acid chloride (prepared by treating the sodium compound of 3-oxydibenzofuran with carbon dioxide, treating the product with acetic anhydride and converting the product to the acid chloride); (2) 10-amino-4-azaphenanthrene is condensed in ether with 2-acetoxynaphthalene-3-carboxylic acid chloride and the acetyl group split off by treating with acids or bases; with 2-acetoxycarbazole-3-carboxylic acid chloride in benzene followed by splitting off of the acetyl group; with 1.3-dimethyl-5-acetoxybenzene-4-carboxylic acid chloride in ether followed by splitting off the acetyl group; with 2-oxycarbazole-3-carboxylic acid in toluene in presence of phosphorus trichloride; with 8-oxyquinoline-7-carboxylic acid (prepared by treating the potassium compound of 8-oxyquinoline with carbon dioxide) in toluene in presence of phosphorus trichloride; (3) 8-amino-4-azaphenanthrene is condensed in pyridine with 2 - acetoxynaphthalene - 3 - carboxylic acid chloride and the acetyl group split off; with acetylsalicylic acid chloride in ether and the acetyl group split off; with 3-oxydibenzofuran-2-carboxylic acid in toluene in presence of phosphorus trichloride; (4) 7-amino-4-azaphenanthrene is condensed in benzene with 2 - acetoxynaphthalene - 3 - carboxylic acid chloride and the acetyl group split off; (5) diamino-1-azaphenanthrene (prepared by nitrating 1-azaphenanthrene and reducing the nitro body) is condensed in pyridine with 2 - acetoxynaphthalene - 3 - carboxylic acid chloride, or with the acid itself in chlorbenzene. The starting materials are prepared according to Specification 451,932 or by nitrating monazaphenanthrenes and reducing.
GB3374335A 1935-12-05 1935-12-05 Improvements in the manufacture and production of compounds of the azaphenanthrene series Expired GB463456A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3374335A GB463456A (en) 1935-12-05 1935-12-05 Improvements in the manufacture and production of compounds of the azaphenanthrene series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3374335A GB463456A (en) 1935-12-05 1935-12-05 Improvements in the manufacture and production of compounds of the azaphenanthrene series

Publications (1)

Publication Number Publication Date
GB463456A true GB463456A (en) 1937-03-31

Family

ID=10356873

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3374335A Expired GB463456A (en) 1935-12-05 1935-12-05 Improvements in the manufacture and production of compounds of the azaphenanthrene series

Country Status (1)

Country Link
GB (1) GB463456A (en)

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