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Pyrazinecarboxamide

Bis(benzylideneamino)-2-cyanoacrylamide (58) gave a separable mixture of 3-cyano-5,6-diphenyl-4,5-dihydro- (59a) and 3-cyano-5,6-diphenyl-l,6-dihydro-2-pyrazinecarboxamide (59b) (Me2SO, 80°C, 10 min 10 and 68%, respectively) ... [Pg.10]

I Iydroxyethyl-l,3-dimethyl-2,4(l//, 3//)-pteridincdionc gave 6-(2-hydrox-yethyl)-Af-methyl-3-methylamino-2-pyrazinecarboxamide (NaBH4 NaOH,... [Pg.66]

This process was undoubtedly developed for the manufacture of pyrazinamide (Zinamide, etc.),1696 a second-line drug for Mycobacterium tuberculosis infections, resistant to more effective and less toxic agents. Thus a mixture of 2-methyl-pyrazine (323), ammonia, oxygen, and steam is passed (at 400°C) over an alumina- or pumice-supported catalyst comprising one to three oxides of Ce, Cr, Mo, Mn, P, Sb, Ti, or (most importantly) V the main product (in up to 90% yield) is 2-pyrazinecarbonitrile (324), easily converted into 2-pyrazinecarboxamide... [Pg.128]

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-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-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]

Pyrazinecarboxamide in humans gave 5-oxo-4,5-dihydro-2-pyrazinecarbox-amide and subsequent catabolic products 1183 also with rat liver in vitro.952 2-Methylpyrazine (39) gave 3-mcthyl-2(l//)-pyrazinonc (40) (PhCN —> O, PhH, reflux, 3 h < 5% after purification).390... [Pg.196]

Amino-6-phenyl-2-pyrazinecarboxamide from its 4-oxide (257) (Na2S204, H20, reflux, 24 h 97%) 1517 also substituted-phenyl analogues likewise.1517 6-Phenyl-2( I //(-pyrazinone from its 4-oxide (258) (Na2S204, EtOH—H20, reflux, 30 min then more Na2S204, reflux, 30 min 59%).88 Also other examples.1457... [Pg.232]

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]

Glipizide (H 9), A- p-[(cyclohexylcarbamoyl)sulfamoyl]phenethyl]-5-methyl-2-pyrazinecarboxamide, antihyperglycaemic [29094-61-9].851,893,964,1576... [Pg.242]

Bis(5-methylamino-6-methylcarbamoylpyrazin-2-yl) disulfide (12) gave 6-acetylthio-A, -mc(hyl-3-mc(hylamino-2-pyrazinecarboxamidc (13) (NaBH4, CHC13—EtOII, 20°C, 4 h residue from evaporation, AcCl, CHC13, 20°C, 15 min 72%), and thence A-methyl-3-methylamino-6-thioxo-l,6-dihydro-2-pyrazinecarboxamide (14), isolated and characterized as the Na salt (EtONa, EtOH—CHCI3, 20°C, 15 min 90%).940... [Pg.247]

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

Pyrazinecarboxamide 1-oxide (75, R = CONH2) gave 2-pyrazinamine 1-oxide... [Pg.271]

Amino-6-bromo-2-pyrazinecarboxamide (88) gave 3-benzamido-6-bromo-2-pyrazinecarboxamide (89) (BzCl, pyridine, 20°C, 10 h 91%), and thence 6-bromo-2-phcnyl-4(3//)-ptcridinonc (90) (0.1 M NaOH, reflux, 20 min 80%).4... [Pg.273]

Methyl-2-pyrazinecarboxamide 4-oxide (10, R = NH2) gave 5-methyl-2-pyrazinecarboxylic acid 4-oxide (10, R = OH) (2.5 M NaOH, reflux, 30 min ... [Pg.301]

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]

Amino-2-pyrazinecarboxylic acid (40, R = H) gave 3-amino-A1-(methoxy-carbonylmethyl)-2-pyrazinecarboxamide (40, R = NHCH2C02Me) [H2N-CH2C02Me, (EtO)2POCN, MeOCH2CH2OMe, Et3N, 0 - 20°C, 2 h 76-78%].1331,1652... [Pg.306]

Ar-(Carboxymethyl)-2-pyrazinecarboxamide (49) gave A -(4,6-dimethyl-2-oxo-2//-pyran-3-yl)-2-pyrazinecarboxamide (50) [Me2NCMe=CHAc (made in situ), Ac20, 90°C, 4 h 11%] also analogues similarly.1635... [Pg.307]

Ethyl 3-amino-6-phenyl-2-pyrazinecarboxylate (80, R = OEt) gave 3-amino-/V-methyl-6-phenyl-2-pyrazinecarboxamide (80, R = NHMe) [MeNH2, H20, 80°C, sealed ( ), 2 h 85%] 1522 also many analogues and homologues likewise] 1339 1517 1522 1604... [Pg.312]

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]

Cyano-3-diethylamino-2-pyrazinecarboxamide (158) gave 3-diethylamino-5-thiocarbamoyl-2-pyrazinecarboxamide (159) (NH4SH, MeOH—H20, 5°C, 12 h 75% homologues likewise).510... [Pg.323]

Oxo-3,4-dihydro-2-pyrazinecarbonitrile (160) gave 3-oxo-3,4-dihydro-2-pyrazinecarboxamide oxime (161) (H2NOH, MeOH, 0 — 20°C, 1 h 86%).1296... [Pg.323]

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]

Amino-A-methyl-2-pyrazinecarboxamide (172) gave 3-amino-A-methyl-2-pyrazinecarbothioamide (173) (Lawesson s reagent, OP(NMe2)3, 120°C, 12 h 15%).654... [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]

Propyl-2-pyrazinecarboxamide (182, R = H) gave 5-propyl-2-pyrazinecarbo-hydrazide (182, R = NH2) (H2NNH2.H20 for details see original).1137 2,3-Pyrazinecarboxamide gave 2,3-pyrazinedicarboximide (183) (SOCl2, Me2N-CHO, 75°C, 3 h 30% minimal detail).474... [Pg.326]

See other pages where Pyrazinecarboxamide is mentioned: [Pg.258]    [Pg.2349]    [Pg.2349]    [Pg.246]    [Pg.11]    [Pg.64]    [Pg.65]    [Pg.81]    [Pg.157]    [Pg.175]    [Pg.227]    [Pg.243]    [Pg.271]    [Pg.280]    [Pg.305]    [Pg.306]    [Pg.312]    [Pg.312]    [Pg.312]    [Pg.321]    [Pg.322]    [Pg.322]    [Pg.325]   
See also in sourсe #XX -- [ Pg.128 , Pg.322 ]

See also in sourсe #XX -- [ Pg.128 , Pg.322 ]



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2-Pyrazinecarboxamide 4-oxide

2-Pyrazinecarboxamide dehydration

3- Benzamido-6-bromo-2-pyrazinecarboxamide

3- Chloro-5-cyano-2-pyrazinecarboxamide

3- Cyano-2-pyrazinecarboxamide

3-Amino-2 -pyrazinecarboxamide

3-Amino-6-methyl-5-phenyl-2-pyrazinecarboxamide

3-Amino-6-phenyl-2-pyrazinecarboxamide

3-Chloro-2-pyrazinecarboxamide

5-Methoxy-2-pyrazinecarboxamide

6- Chloro-2-pyrazinecarboxamide 4-oxide

Pyrazinecarbohydrazides Pyrazinecarboxamides

Pyrazinecarboxamides

Pyrazinecarboxamides

Pyrazinecarboxamides dehydration

Pyrazinecarboxamides from pyrazinecarbonyl halides

Pyrazinecarboxamides hydrolysis

Pyrazinecarboxamides reactions

Pyrazinecarboxamides reduction

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