cas 129-02-2, 1-AMINO-8-NAPHTHOIC ACID | Articles data ｜lookchem

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129-02-2

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Synthesis of 2-hydroxy-8′-(hydroxymethyl)-1,1′-binaphthalene (iso-homo-binol). A new structural pattern in the binaphthyl realm
The title compound 7 has been synthesized in a racemic form, using Suzuki coupling (8 + 15 → 16) as the key step. Pure enantiomer (S)-(-)-7 has been obtained by carbonylation of the known bromide (S)-(+)-12 followed by reduction of the resulting methyl ester (S)-(+)-18 with LiAlH4.
Vyskocil, Stepan,Lockhart, Stephen C.,Mitchell, William L.,Kocovsky, Pavel
p. 907 - 916
(2003)
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Pd-catalyzed direct C-H cyanation of picolinamides via bidentate chelation assistance
A bidentate-chelation assistant palladium-catalyzed direct C-H cyanation of picolinamides with TMSCN is described. The reaction of various derivatives gave the corresponding cyanated products in moderate to good yields under mild conditions. In addition,
Wang, Lulu,Yang, Minxin,Liu, Xiaochong,Song, He,Han, Lu,Chu, Wenyi,Sun, Zhizhong
p. 680 - 683
(2016)
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A convenient Hofmann reaction of carboxamides and cyclic imides mediated by trihaloisocyanuric acids
A simple, efficient and pot-economic approach in a single vessel has been developed for conversion of aromatic and aliphatic carboxamides into primary amines with one fewer carbom atom (Hofmann reaction) in 38–89 % yield by reacting with trichloro- or tribromoisocyanuric acid and sodium hydroxide in aqueous acetonitrile. Under the same reaction conditions, cyclic imides gave amino acids (69–83 %). The role of the trihaloisocyanuric acids is the in situ generation of N-haloamides, key-intermediates for the Hofmann reaction. The scalability of the methodology was demonstrated by a multigram-scale transformation of phthalimide into anthranilic acid in 77 % yield.
Bastos, Gustavo A.,de Mattos, Marcio C.S.
(2021/09/29)

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Chemical Properties

Appearance/Colour :needle-like crystals.
Boiling Point: 447.5 °C at 760 mmHg
Flash Point:224.5 °C
Density: 1.352 g/cm³
PKA: 1.67±0.10(Predicted)
PSA: 63.32000
LogP: 2.70140

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