5- Chloro-2-pyrazinecarboxamide

Chloro-2-pyrazinecarboxamide (136) gave 3-thioxo-3,4-dihydro-2-pyrazinecarboxamide (137) (NaHS, EtOH—Me2NCHO, 100°C, 5 h 85%) 503 the isomeric 6-thioxo-l,6-dihydro-2-pyrazinecarboxamide (84%) was made in a similar way.503... [Pg.164]

Chloro-2-pyrazinecarboxamide (73) gave 3-chloro-2-pyrazinamine (74) [NaOBr (made in situ), H20, 80°C, 2 h 83%).1681... [Pg.271]

Synonyms 3,5-Diamino-N-[amino(benzylamino)methylene]-6-chloro-pyrazinecarboxamide benzylamiloride Trade Names ... [Pg.28]

To synthesize pyrazinecarboxylic esters and pyrazinecarboxamides, chloropyrazines were subjected to Pd-catalyzed carbonylation reactions in either alcohols or dialkylamines [44, 45]. 2-Chloro-3,6-dimethylpyrazine (23) was smoothly carbonylated in methanol containing a catalytic amount of Pd(dba)2 and Ph3P to give 2-methoxycarbonyl-3,6-dimethylpyrazine (70). Somewhat lower yields were observed in the preparation of pyrazinecarboxylic diesters under the same conditions. [Pg.365]

Oxo-3, 4-dihydro-2-pyrazinecarboxamide (13) gave 3-chloro-2-pyrazinecar-boxamide (14) (POCl3, pyridine, 40 — 80°C, 4 h 86%) 1119 also corresponding acid.275... [Pg.139]

Chloro-2-pyrazinecarboxamide (135, R = Cl) gave 5-methoxy-2-pyrazinecar-boxamide (135, R = OMe) (MeONa, MeOH, reflux, 2 h 94%).1681 Also other examples.1271... [Pg.164]

Chloro-5-cyano-2-pyrazinecarboxamide (162) gave 5-cyano-3-ethylthio- (163, R = Et) (EtSH, Et3N, EtzO, reflux, <7 h 43%) or 5-cyano-3-phenylthio-2-pyrazinecarboxamide (163, R = Ph) (PhSH, Et3N, PhH, reflux, <7 h ... [Pg.169]

Amiloride (H 9, 279), /V-amidino-3,5-diamino-6-chloro-2-pyrazinecarboxamide (hydrochloride), K-sparing diuretic and antihypertensive [2906-46-3].124,450 ... [Pg.240]

Chloro-2-pyrazinecarboxamide 4-oxide (11) gave 6-chloro-2-pyrazinecar-boxylic acid 4-oxide (12) (NaNOz, 50% H2S04, 20°C, 1 h, then 60°C, 1 h 75% presumably this indirect method was adopted to avoid hydrolysis of the chloro substituent).669... [Pg.301]

Chloro-2-pyrazinecarbonyl chloride (126) and 2-pyrazinamine gave 6-chloro-Ar-(pyrazin-2-yl)-2-pyrazinecarboxamide (127) (Et3N, PhH, 20°C, 30 min 85%).505... [Pg.318]

Chloro-5-propyl-2-pyrazinecarboxamide (170) gave 6-chloro-5-propyl-2-pyrazinecarbothioamide (171) [Lawesson s reagent (Chapter 5 formula 43), PhMe, 110°C, 4 h 79%] homologues likewise.511... [Pg.324]

Pyrazinecarboxamide (177) gave 2-pyrazinecarbonitrile (178) (neat POCl3, 100°C, 90 min 85%) 509 5-oxo-4,5-dihydro-2-pyrazinecarboxamide gave 5-chloro-2-pyrazinecarbonitrile (179) (likewise 72% note additional conversion of the oxo into a chloro substutuent) 1681 and 6-amino-2-pyrazinecarbox-amide gave 6-amino-2-pyrazinecarbonitrile (POCl3, Me2NCHO, 50°C, 45 min 55%).38... [Pg.325]

Acetamido-6-bromo-2-pyrazinecarboxamide 6-Acetamido-5-bromo-2-pyrazinecarboxylic acid 2-Acetamido-5-chloro-3-guanidinocarbonylpyrazine 2-Acetamido-5,6-dichloro-3-nitropyrazine... [Pg.351]

Amino-5-chloro-6-thioxo-1,6-dihydro-2-pyrazinecarbohydrazide 3-Amino-6-chloro-5-thioxo-4,5-dihydro-2-pyrazinecarbohydrazide 3-Amino-6-cyano-5-methoxy-2-pyrazinecarboxamide 3-Amino-6-cyano-5-methoxy-2-pyrazine-carboxylic acid... [Pg.360]

Benzamido-2-pyrazinecarbonitrile 3-Benzamido-2-pyrazinecarboxamide 3-Benzoyl-5-bromo-2-pyrazinamine 2-Benzoyl-5-chloro-3-dimethylaminopyrazine 2-Benzoyl-3-chloropyrazine... [Pg.367]

Chloro-5-cyano-2-pyrazinecarboxamide 3-Ch]oro-6-cyano-2-pyrazinecarboxamide 5-Chloro-6-cyclohexylamino-... [Pg.385]

Chloro-5,6-diphenyl-2-pyrazinecarbohydrazide 5-Chloro-3,6-diphenyl-2-pyrazinecarbonitrile 3-Chloro-5,6-diphenyl-2-pyrazinecarboxamide 2-Chloro-3,5-diphenylpyrazine 1 -oxide 2-Chloro-3,6-diphenylpyrazine 1-oxide 2-Chloro-3,6-diphenylpyrazine 4-oxide 2-Chloro-5,6-diphenylpyrazine 1-oxide... [Pg.387]

Chloro-5-isobutylpyrazine 6-Chloro-5-isobutyl-2-pyrazinecarbothioamide 6-Chloro-5-isobutyl-2-pyrazinecarboxamide 2-Chloro-3-isobutylpyrazine 4-oxide 2-Chloro-5-isopentyl-3,6-dimethylpyrazine 2-Chloro-3-isopropenyl-6-isopropyl-5-methoxypyrazine 5-Chloro-6-isopropenyl-3-isopropyl-l-methyl-2(177)-pyrazinone... [Pg.390]

Chloro-3-methoxy-2-pyrazinamine 2-Chloro-3-methoxypyrazine 2-Chloro-5-methoxypyrazine 2-Chloro-6-methoxypyrazine 6-Chloro-3-methoxy-2-pyrazinecarbonitrile 6-Chloro-3-methoxy-2-pyrazinecarboxamide 2-Chloro-6-methylamino-3,5-diphenylpyrazine 2-Chloro-3-methylaminopyrazine 6-Chloro-3-methylamino-2-pyrazinecarboxamide 5-Chloro-6-methylamino-2,3-... [Pg.391]

Chloro-5-propyl-2-pyrazinecarbothioamide 6-Chloro-5-propyl-2-pyrazinecarboxamide... [Pg.394]

Chloro-2-pyrazinecarboxamide 4-oxide 6-Chloro-2-pyrazinecarboxamidrazone 3-Chloro-2-pyrazinecarboxylic acid... [Pg.394]

Ethyl 3-amino- l-benzyl-5-isobutyl-6-oxo-1,6-dihydro-2-pyrazinecarboxylate 4-oxide Ethyl 3-amino-6-benzyloxy-5-isobutyl-2-pyrazinecarboxylate 4-oxide Ethyl 3-amino-6-chloro-5-ethoxy-2-pyrazinecarboxylate Ethyl 6-amino-3-chloromethyl-5-cyano-2-pyrazinecarboxylate Ethyl 6-amino-3-chloromethyl-5-cyano-2-pyrazinecarboxylate 1-oxide Ethyl 3-amino-5-chloro-6-methyl-2-pyrazinecarboxylate Ethyl 3-amino-5-chloro-6-phenyl-2-pyrazinecarboxylate Ethyl 5-amino-6-cyano-3-methyl-2-pyrazinecarboxylate Ethyl 6-amino-5-cyano-3-methyl-2-pyrazinecarboxylate Ethyl 6-amino-5-cyano-3-methyl-2-pyrazinecarboxylate 1-oxide Ethyl 3-amino-5,6-dimethyl-2-pyrazinecarboxylate 5-Ethylamino-6-ethylcarbamoyl-3-methylami no-2-pyrazinecarboxamide... [Pg.419]

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