Or Heterocyclic amines

Transition metal-catalyzed synthesis of hetarylamines and hetaryl ethers from triflates and aryl/hetaryl halides or heterocyclic amines 98AG(E)2046. 

A novel application of a phenyl aryldiazosulfone was found by Kessler et al. (1990). l-[4-(7V-Chlorocarbonyl-7V-methylamino)phenyl]-2-(phenylsulfonyl)diazene (6.18) is an acid chloride with a potential diazonio group. The above authors showed that in organic solvents (THF, etc.) this compound reacts easily, as expected, with nucleophiles (HNu), e.g., with aliphatic, aromatic, or heterocyclic amines, with cystine dimethyl ester, or with 4-methoxyphenol at the carbonyl function, yielding... 

POLONOVSKI REACTION. Demethylation of tertiary (or Heterocyclic) amine A-oxides on treatment with acetyl chloride or acetic anhydride 1o give A-acylated secondary amines and formaldehyde, along with (9-acylated aminophenols as a result of a side reaction. 

Heterocyclically Linked Cyclic Ammo nium Groups. Reaction of chloroacetamide with pyridine, followed by condensation with acetoacetic esters in alcoholic sodium hydroxide, leads to a 2,6-dihydroxy-4-methylpyridine that is substituted in the 3-position by a pyridinium moiety. If this is coupled with diazotized aromatic or heterocyclic amines, yellow to red cationic azo dyes (e.g., 15 [92691-25-3]) are obtained [46],... 

Halo- or 7,7-dihalopyrazino[2,3-A][l,4]thiazin-6-ones (222) can be converted into the 7-amino or 7,7-diamino compounds (223) by treatment with aliphatic, aromatic, or heterocyclic amines in an organic solvent and in the presence of Et3N <72MI 719-01). 

Name and draw amines, and classify amines as primary, secondary, tertiary, quaternary, arylamines, or heterocyclic amines. 

At temperatures of about 500 C pentafluorophenyltrichloromethane reacts with perfluorinated aromatic or heterocyclic amines to give imidoyl chlorides (yields 23-77%), e.g. (216 Scheme 31). Chlo-rotrifluoroethylene reacts with 1-phenylethylamine to give the imidoyl chloride (217) in high yields. The action of perfluoroisobutene on trimethylsilylacetamide or A(-chloroacetamide gives rise to formation of the N-acetylimidoyl fluorides (218) and (219). ° ... 

The oxidative coupling uses a copper-catalysed system and a base, usually an aliphatic or heterocyclic amine, and oxygen as the oxidizing agent. In broad terms, free-radical processes are involved to explain the polymerization pathway which involves formation of the phenoxide radical, and coupling of two radicals through the attack by an oxygen-centred radical at the para position of another phenolic molecule (Scheme 25). 

Reaction of aromatic or heterocyclic amines with formaldehyde and urea or phenylthioureas gave 2-(oxo)thioxohexahydro-l,3,5-triazines 90. Regioselective cyclization and isomerization of propargylthio-l,2,4-triazinones were achieved to give the fused heterocycles 91-93. Cyclization of isatin 3-thiosemicarbazones gave 94 which can be alkylated to 95 . The imidazotriazepines 96 were obtained from heating a mixture of hydrazide and ortho-ester. 

Dialkyl acetone-1 -dicarboxylates 1 were transformed with DMFDMA by heating in ethanol into dialkyl l,5- is(dimethylamino)-3-oxo-penta-l,4-diene-2,4-dicarboxylates 52 in good yields. They were treated with ammonia, hydrazine, primary aliphatic, aromatic or heterocyclic amines to form dialkyl 1-substituted 4-oxo-l,4-dihydrop5u--idine-3,5-dicarboxylates 53 and 54.1,4-Diaminobenzene reacts with 52 in a 1 2 molar ratio to produce l,4-bis[3,5-fcis(alcoxycarbonyl)-4-oxo-l, 4-dihydropyridin-l-yl]benzene 55 in 57% yield. Hydrazine and mono-substituted hydrazines afforded 1-amino-1,4-dihydro-4-oxop5uidines 54 (00H2033) (Scheme 20). 

Condensation of substituted aromatic or heterocyclic amines with formaldehyde and urea or phenylthioureas under MWI in an aqueous medium gave 2-(oxo)thioxo-hexahydro-l,3,5-triazines 778 in 92-98% yields within 45-120s, but conventional heating gave 50-58% yields within 10-12 h. Triazines 778 further reacted with chloroacetic acid or hydrazine hydrate to give 779 and 780, respectively. Compounds 780 were obtained in 86-90% yields within 1.5-2.0 min under MWI, but classically... 

Isatin-3-imines 822 are versatile precursors for the synthesis of spiroheterocycles. They were prepared by grinding together an equimolar mixture of isatin and aromatic or heterocyclic amine. Subsequent treatment with mercaptoacetic acid using inorganic supports such as montmorillonite KSF, alumina, or silica gel in an open vessel upon MWI gave spiro compounds 823 within 5-7 min. The montmorillonite KSF is the best solid support, giving the best yields (92-97%) in the shortest time and easiest work-up (Scheme 156) (030PP401). 

Reductive amination reaction of the reducing carbohydrate with primary aromatic or heterocyclic amines in the presence of sodium cyano-borohydride yielding the corresponding amino-alditols, e.g.. 

In the course of extending their studies of the generation of azomethine ylides from a-amino-acid esters Grigg et al. have discovered a simple one-step synthesis of N-substituted isoindolln-1-ones (Scheme 23). Treatment of -phthaldialdehyde (272) with a-amino-acids, their methyl esters, or a range of aryl or heterocyclic amines leads to isoindolin-1-ones (273) in moderate to good yields, probably via the mechanism shown. The reaction also works with aliphatic amines although less efficiently (26-40%). 

The reaction of aromatic aldehydes, primary aromatic or heterocyclic amines and phenols leading to a-aminobenzylphenols ... 

The methods described in equations 2-5 are useful in situations where the sulfonylisocyanate is not available. All of these require using a carbamate which can be prepared from the sulfonamide or heterocyclic amine with the appropriate chloroformate. In addition to the added step of chlorformate formation from phosgene and an alcohol, special care is required to prepare some of the carbamates. Although the phenyl carbamates of heterocyclic amines react, as desired, with a broad range of sulfonamides the reaction of phenyl carbamates of sulfonamides is restricted due to the failure of these interme tes to react with triazine amines. 

A second pyrimidine transferase has been found in clam tissue. This enzyme differs from thiaminase I in that it cannot use aromatic or heterocyclic amines as a pyrimidyl acceptor, but exchanges thiazole for hypo-taurine to form icthiamine (Si). 

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