P-Amino-N-

Chemical Name Benzamide, p-amino-N-(2-(diethylamino)ethyl)-, monohydrochloride... 

Problem 23.22 Show how p-amino-N,N-dimethylaniline can be madftnia n azo compound. 

Cl 76085 Diphenylamine, p-amino- N-Phenyl-p-aminoaniline N-Phenyl-1,4-benzenediamine N-Phenylphenylene-p-diamine... 

For chromium determination, reagents other than the classical 1,5-diphenylcarbazide, such as xylene cyanol FF (615 nm), p-amino-N,N-diethylaniline (550 nm), benzooxazol (538 nm), benzothiazol (546 nm), dime-thylindocarboxyanine (560 nm) and dimethylindodi-carboxyanine (640 nm), have been used. 

I iiee I p amino N meth daoetanOide. Needles from pet. ether. M.p. 63°. Toms yellow in air. 

D-Amino-N-butyric acid co-Amino acid-pyruvate TA Alcaligenes denitrificans) Pyruvate + (rflc)-p-amino-N-butyric acid KR [52]... 

Amino-n-octane. Convert methyl n-hexyl ketone (Section 111,71) into the ketoxime, b.p. 106-108°/12 mm., as detailed for n-Heplaldoxime (Section 111,76). Reflux a solution of 50 g. of the oxime in 200 ml. of... 

A mixture consisting of 4 grams of 1,2,3,4-tetrahydro-4,4-dimethyl-7-methoxy-isochromane-dione-(1,3) (MP 95° to 97°C), 2.53 grams of 4-aminosulfonyl-phenyl-(2)-ethylamine and 150 ml of xylene was heated for 2 hours at its boiling point in an apparatus provided with a water separator. Thereafter, the reaction mixture was allowed to cool and was then vacuum-filtered, and the filter cake was recrystallized from n-propanoi in the presence of activated charcoal. 2.9 grams (58% of theory) of 1,2,3,4-tetrahydro-4,4-dimethyl-2-(p-amino-sulfonylphenyl-(2)-ethyl]-7-methoxy-isoquinolinedione-(1,3), MP 203° to 205°C, of the formula below were obtained. 

For purification, the product is recrystallized from 15 times the amount of a 9 1 mixture of acetone and water. The resulting N -[p-amino benzene sulfonyl]-N -(4,5-dimethyl-oxa-zolyl-(2)] guanidine is obtained as colorless crystals having a MP of 233 to 236°C. 

An aza-Darzens reaction, involving the addition of chloromethylphosphonate anions to enantiopure N-sulfinimines, has also been developed by Davis and others for the asymmetric synthesis of aziridine-2-phosphonates [81-84], As an example, treatment of the lithium anion generated from dimethyl chloromethylphos-phonate (93 Scheme 3.30) with N-sulfmimine (Ss)-92 gave the a-chloro-P-amino phosphonate 94, which could be isolated in 51% yield. Cyclization of 94 with n-BuLi gave cis-N-sulfmylaziridine-2-phosphonate 95 in 82% yield [81],... 

Ishihara K., Hattori K., Yamamoto H. Highly Stereoselective Synthesis of p-Amino Esters via Donhle Stereodifferentiation in EnantioseL Synth. fi-Amino Acids 1997 159, Ed. Juaristi E., Pb. Wiley-VCH N.Y. 

Recently, a very interesting preparation of P-peptides has been carried out by Kanerva and coworkers through a two-step lipase-catalyzed reactions in which N-acetylated P-amino esters were first activated as 2,2,2-trifluoroethyl esters with CALB [55]. The activated esters were then used to react with a P-aminoester in the presence of CALA in dry diethylether or diisopropylether (Scheme 7.31). In this peptide synthesis, the aminoester was used in excess and the unreacted counterpart was easily separated and later recyded. 

Tin reagents such as Sn[N(TMS)2]2 in the presence of an amine can also be use to convert an ester to an amide. This reagent can also be used to convert p-amino esters to P-lactams. The ester-to-amide conversion has also been accomplished electrochemically, by passing electric current in the cathodic compartment. 

Smith PW, Sollis SL, Howes PD, Cherry PC, Starkey ID, Cobley KN, Weston H, Scicinski J, Merritt A, Whittington A, Wyatt P, Taylor N, Green D, BetheU R, Madar S, Fenton RJ, Motley PJ, Pateman T, Beresford A (1998) Dihydropyrancarboxamides related to zanamivir a new series of inhibitors of influenza virus sialidases. 1. Discovery, synthesis, biological activity, and structure-activity relationships of 4-guanidino- and 4-amino H-pyran-6-carboxamides. J Med Chem 41 787-797... 

The P n.m.r, parameters have been tabulated for a wide range of P" amino-compounds and P compounds. The value of Sp for compounds with four P—N bonds correlates with the hybridization of the nitrogen atom, moving to higher field in the order p < sp < sp < sp. 

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