1980
DOI: 10.1055/s-1980-29132
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Chemistry of Succinylsuccinic Acid Derivatives; VI1. A Specific Synthesis ofp-Phenylenediamine

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1980
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Cited by 15 publications
(21 citation statements)
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“…The latter step has been reported to be achieved with stoichiometric amounts of bromine. [5] In our hands this oxidation step proceeded quickly in the presence of catalytic amounts of Pd on charcoal with atmospheric oxygen. [6] However, as the mono-enamine can also oxidize to give the aminohydroxyterephthalic acid derivative, careful control of reaction conditions, in particular, the partial pressure of oxygen, was crucial for the success of this reaction.…”
Section: Resultsmentioning
confidence: 80%
“…The latter step has been reported to be achieved with stoichiometric amounts of bromine. [5] In our hands this oxidation step proceeded quickly in the presence of catalytic amounts of Pd on charcoal with atmospheric oxygen. [6] However, as the mono-enamine can also oxidize to give the aminohydroxyterephthalic acid derivative, careful control of reaction conditions, in particular, the partial pressure of oxygen, was crucial for the success of this reaction.…”
Section: Resultsmentioning
confidence: 80%
“…Interestingly, when the aminated products were treated with concentrated HCl at 190 °C, a series of different substituted primary anilines were obtained with complete removal of the amide-oxazoline part ( Table 4 ). 16 In particular, primary anilines containing heterocycles are accessible via this approach, making it a good complement to early reported nondirected C–H aminations. 9 …”
Section: Resultsmentioning
confidence: 97%
“…Dimethyl ester of 2,5‐bis(octylamino)terephthalic acid was synthesized according to the reported procedure with some modifications (Scheme ) . Treatment of dimethyl succinate ( 8 ) with NaH in DMSO afforded 9 via the Claisen condensation .…”
Section: Resultsmentioning
confidence: 99%
“…Dimethyl ester of 2,5-bis(octylamino)terephthalic acid was synthesized according to the reported procedure with some modifications (Scheme 4). 24 Treatment of dimethyl succinate (8) with NaH in DMSO afforded 9 via the Claisen condensation. 25 The reaction of 9 with octyl amine afforded amine 10a accompanied by a small amount of oxidized product 11a (4%).…”
Section: Synthesis Of Monomersmentioning
confidence: 99%