GB347195A - The process of preparing 1-amino-4-halogen-9-anthrones and substitution products andderivatives thereof - Google Patents

The process of preparing 1-amino-4-halogen-9-anthrones and substitution products andderivatives thereof

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Publication number
GB347195A
GB347195A GB2322/31A GB232231A GB347195A GB 347195 A GB347195 A GB 347195A GB 2322/31 A GB2322/31 A GB 2322/31A GB 232231 A GB232231 A GB 232231A GB 347195 A GB347195 A GB 347195A
Authority
GB
United Kingdom
Prior art keywords
acetylamino
amino
anthrones
bromo
methoxy
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
GB2322/31A
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.)
NEWPORT CO
Original Assignee
NEWPORT CO
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 NEWPORT CO filed Critical NEWPORT CO
Publication of GB347195A publication Critical patent/GB347195A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1-Amino-4-halogen-9-anthrones.-31-Amino or 31-acidylamino-41-substituted or unsubstituted-61-halogenbenzyl-o-benzoic acids are condensed to effect ring-closure to the 1-amino- or 1-acidylamino-2-substituted or unsubstituted-4-halogen-9-anthrones. As condensing agents may be used concentrated sulphuric acid, phosphorus pentoxide in a solvent such as acetic acid, or phosphorus pentachloride in a solvent such as toluene. In examples (1) 31-acetylamino-41-methoxy-61-chlorobenzyl-o -benzoic acid is condensed to 1-acetylamino-2-methoxy-4-chloro-9-anthrone; this may be hydrolysed to the corresponding amino body or oxidized to 1-acetylamino-2-methoxy-4-chloranthraquinone: (2) 31 - acetylamino - 41 - methoxy-61-bromobenzyl-o-benzoic acid is condensed to 1-acetylamino-2-methoxy-4-bromo-9-anthrone which may be hydrolysed to the free amino derivative or oxidized to the 1-acetylamino-2-methoxy-4-bromoanthraquinone: (3) 31-acetylamino-41-methyl-61-bromo (and 61-chloro-)-benzyl-o-benzoic acids are condensed to 1-acetylamino-2-methyl-4-bromo- (and 4-chloro-)-9-anthrone which may be hydrolysed to the free amino derivatives or oxidized to the 1-acetylamino-2-methyl-4-bromo-(and 4-chloro-)-anthraquinones: (4) 31-acetylamino-41 , 61-dichlorobenzyl-o-benzoic acid is condensed to 1-acetylamino-2-4-dichloro-9-anthrone which may be hydrolysed to the free amino body. The production of 1-amino-2-ethoxy-4-chloro- and 4-bromo-9-anthrones, and 1-amino-2-halogen-4-bromo-9-anthrone and of the N-acetyl derivatives of these is also mentioned, and also anthrones containing a carboxylic or sulphonic acid group in the 2-position are referred to. When these anthrones are heated to 70-80 DEG C. with sulphuric acid they are converted to highly coloured anthraquinone bodies which dye acetate silk. The starting materials are prepared by the process of Specification 347,171. The Specification as open to inspection under Sect. 91 (3) (a) also refers to the hydrolysis of the acetylaminoanthraquinones derived by oxidation of the anthrones prepared according to examples 1, 2, and 3 above but this subject-matter does not appear in the Specification as accepted.
GB2322/31A 1929-01-02 1929-12-16 The process of preparing 1-amino-4-halogen-9-anthrones and substitution products andderivatives thereof Expired GB347195A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US347195XA 1929-01-02 1929-01-02

Publications (1)

Publication Number Publication Date
GB347195A true GB347195A (en) 1931-04-16

Family

ID=21878165

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2322/31A Expired GB347195A (en) 1929-01-02 1929-12-16 The process of preparing 1-amino-4-halogen-9-anthrones and substitution products andderivatives thereof

Country Status (1)

Country Link
GB (1) GB347195A (en)

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