Amino 1-Anilino

A comparison of the dissociation constants shows that 5-amino-3-dialkylamino-l,2,4-thiadiazoles are only slightly more basic than the 3-alkyl-5-amino analogs. The low basicity of these compounds suggests that they exist, like the 5-monoamino analogs (see Section III,D, 1), as enamineB rather than as the more basic tautomeric ketimines.81,87 The prevalence of the 3-enamine form in 3-amino-5-anilino-1,2,4-thiadiazoles is supported by ultraviolet absorption data.122... 

Amino-5-methylamino-l,2,4-thiadiazole similarly gives a 3-toluene-p-sulfonamido111,122 (237) and a monobenzamido derivative (for structure, see ref. 122) an excess of the appropriate reagent yields non-acidic di- and tri-substitution products, the latter probably of structure 239. With acetic anhydride, however, acylation terminates with the formation of the 3-monoacyl derivative.111,122 Similar observations areon record concerning 3-amino-5-anilino-1,2,4-thiadiazole86 the only anomalous observation is the ability of this compound to form di- and tri-acetyl derivatives.58... 

Substituted amino groups in the 5-position interfere with the course of the reaction, possibly because of nitrosamine formation thus, 3-amino-5-methylamino- and 3-amino-5-anilino-l,2,4-thiadiazole afford the corresponding 3-chloro derivatives (311 R = MeNH PhNH X = Cl) in only minute yields (5 and 8%, respectively).178... 

Methyl 3-amino-5-anilino-2-pyrazinecarboxylate Methyl 3-amino-5-benzoyl-6-bromo-2-pyrazinecarboxylate Methyl 3-amino-5-benzoyl-2-pyrazinecarboxylate Methyl 3-amino-5-benzylamino-6-chloro-2-pyrazinecarboxylate Methyl 3-amino-5-benzylamino-2-pyrazinecarboxylate Methyl 3-amino-6-benzyloxy-5-isobutyl-2-pyrazinecarboxylate 4-oxide Methyl 3-amino-6-bromo-5-chloro-2-pyrazinecarboxylate Methyl 3-amino-6-bromo-5-diethylamino-2-pyrazinecarboxylate... 

Thiazol 3-Amino-5-anilino-4-methoxy-carbonyl- E8a, 711 (NC-CH2-COOR +... 

Thiopheit 3-Amino-5-anilino-4-ethoxycarbonyl-2-nitro- E6a, 348 (NC-CH2 —COOR/NaOR 4-Ar —NCS/Br —CH2 — N02)... 

Slwobenzoyldeiivat dM 3-Amino-5-anilino-l ph6nyl-1.2.4>triasolB 26 II108. 

Thermolyse von N-(2-Amino-anilino)-harnstoffen605 odcr von -semicarbaziden592 liefert nur das unsub-stituierte 2-Hydroxy-benzimidazol (90%). 

Carbonsaure-(2-amino-phenylimid)-ester entstehen auch durch Spaltung und Umlagerung von 2-(2-Amino-anilino)-carbonsa.ure-nitrilen (durch Cyanhydrin-Synthese herstellbar) mit Kali-umhydroxid in Alkohol. Die Carbonsaure-(2-amino-phenylimid)-ester sind thermolabil und cyclisieren beim Erhitzen z. B.86 ... 

Amino-anilino)-l, 2-diphenyl-cyclopropenylium-tetrafluoroborat [mesomer mit (2-Amino-phenyl)-(l,2-diphenyl-cyclopropenyliden)-ammonium-tetrafluoroborat] cyclisiert beim Ver-such der Deprotonierung mit molaren Mengen an Diisopropyl-ethyl-amin (Hunig-Base) unter Ringspaltung zu 2-[(Z)-l,2-Diphenyl-ethenyl -benzimidazol (89% Schmp. 273-2740)59 (vgl. 

Phenyl-5-pyrazolo)-benzimidazole allgemeine Arbeitsvorschrift206 Einc Mischung von 1,0 g (4,0 mmol) 5-(2-Amino-anilino)-3-phenyl-pyrazol (R1 = H) bzw. 1,0 g (3,6 mmol) 5-(2-Amino-4,5-dimethyl-anilino)-3-phenyl-pyrazol (R1 = CH3) werden mit 5 ml Orthocarbonsaure-triethylester in Xylol 2 h am RiickfluB erhitzt. Nach dem Abziehen des Losungsmittels i. Vak, crhalt man ein Ol, das bei Zugabe von kaltem Diethylether kristallisiert. Die Produkte werden durch Umkristallisieren aus Ethanol gercinigt. 

Benzochinon 2-Chlor- -4-imminium-1 -dimethylimminium (diperchlorat) VII/3b, 260 Ethan 2-(2-Amino-anilino)-l-chlor-XI/1, 430 Hydrazin... 

Die Ringtransformation von l-Amino-4-(2-amino-anilino)-5-cyan-2-oxo-l,2-dihydropyr-imidin durch 4-Methyl-benzolsulfonsaure fiihrt sowohl zur Pyrazol- als auch zur Benzimidazol-Bildungl250 1252,687... 

Eisen/Salzsiiure734, lodwasserstoff/roter Phosphor73, Natriumsulfid822 x-Amino-l,3-benzothiazole (x = 4, 5, 6, 7) z.B. (mitZinn/konz. Salzsaure) 2-(4-Amino-anilino)-l,3-benzolhiazole82 ... 

Amino-5(3)-anilino- 449 5-Amino-3-anilino-l-(l-anilino-2-cyan-2-ethoxy-carbonyl-ethenylazo)-4-ethoxycarbonyl- 709 5-Amino-4-anilinocarbonyl-3-methylthio- 472 3(5)-Amino-5(3)-anilino-4-ethoxycarbonyl- 599 5(3)-(2-Amino-anilino)-3(5)-phenyl- 566 5-Amino-l-arensulfonyl- 445 3(5)-Amino-4-aryl- 526 3(5)-Amino-5(3)-aryl- 469 5-Atnino-1-arylaminocarbonyl- 695 5-Amino-l-aryl-4-arylazo- 664 5-Amino-4-arylazo-l -benzolsulfonyl-3-methyl- 578 3(5)-Amino-5(3)-aryl-4-cyan- 467 5-Amino-l -aryl-4-cyan-... 

Amino-2-(3-amino-phenyl)- 889 2-(4-Amino-anilino)- 1001 2-(N1 -Amino-N2-aryl-thioureido)- 1002 2-(4-Amino-benzolsulfonylamino)- 885 2-Amino-5-benzyloxy-6-methoxy- 878 -Hydrochlorid... 

Athyl-benzoyl-amino)-l-liydroxy- 646 2-Xthyl-1 - [hutadicn-( 1,2)-yl J- 270 Amino- 570,1047, 1072, 1120. 1127, 1460, 1464, 1578 2-Atnino-l-acetyl- 993. 1100, 1268, 1312 4-Amino-1-acetyl- 993 2-(2-Amino anilino)-l.3.4-lrimelhyl- 1268 4-Ainino-l,3-dimethoxy- 994 2-Amino-3.5-dimethoxy-l -acetyl- 994 6-Amino-l.5-dimethyl- 1334 2-Amino-5-hydroxy-1 -acetyl- 567. 1269 2 mino-5-hydroxy-l,3-di-tert.-butyl- 1336 2-Amino-5-hydroxy-6-mcthyl-l-acetyl- 567 6-Amino-3-hydroxy methyl-1-acetyl- 567 6-Amino-3-hydro. y-2-mcthyl-l -acetyl- 567 6-Amino-5-[2-hydroxy-propvl-(2)]-l,3-di-lerl.-butvl-1342... 

Oxo-3-methyl-2-anilinomethylen-tetrahydro- 253 5- Oxo- 3-phenyl- 4- [a - (2- amino- anilino)-benzyliden]-4,5-dihydro- 481 5-Oxo-3-phenyl-4-[2-(2-amino-4,5-dimethyl-anilino) -benzyliden]- 4,5- dihy dro- 481 5- Oxo- 3-phenyl- 4- [ a -(2-amino- 4-m ethyl-anilino)-benzyliden]-4,5-dihydro- 481 5-Oxo-3-phenyl-4-(oc-hydroxy-benzyliden)-4,5-dihydro- 548... 

A6(bzw. 5.7)-Dinitto.6(bzw. 6)-[4-amino-anilino]-2-methyl.benzimidiu ol 861636. Veibindung CuHuIL04 aua Fhei lhydrazin 16,117. 

CuHuBrNsOs 3-Brom-2 [3 amino anilmo]-naphthochmon (1.4) 14, 171. 3>Brom 2-[4-amino>anilino]-naphtho chinon (1.4) 14, 171. 

CmHsqN Benzochinon-(1.4)[Pg.2974]

Benzaldehyde and a little acetic acid added to an ethanolic soln. of 3-(o-amino-anilino)-5,5-dimethyl-2-cyclohexen-l-one, and allowed to stand 1 hr. at room temp. 3,3-dimethyl-2,3,4,5,10,ll-hexahydro-ll-phenyl-lH-dibenzo[b,e][l,4]di-azepin-l-one. Y 94.3%. F. e, s. S. Miyano and N. Abe, Chem. Pharm. Bull. 20, 1588 (1972). 

H-Azepine, 2-allyloxytetrahydro-Claisen rearrangement, 7, 508 3H-Azepine, 2-amino-acylation, 7, 511 effect of acidification, 7, 510 nucleophilic displacement reactions, 7, 514 synthesis, 7, 533, 535 3H-Azepine, 2-amino-7-bromo-synthesis, 7, 529 3H-Azepine, 2-anilino-ring inversion, 7, 495-499 structure, 7, 533... 

Quinoline, amino-2-hydroxy-4-methyl-azo pigments from, 1, 334 Quinoline, 8-amino-6-methoxy-as antimalarial, 2, 517 Quinoline, 4-amino-2-methyl-protonation, 2, 341 Quinoline, anilino-3-substituted... 

Thiophene, 2-amino-3-cyano-5-phenyl-synthesis, 4, 888-889 Thiophene, 3-amino-4,5-dihydro-cycloaddition reactions, 4, 848 Thiophene, 2-amino-3-ethoxycarbonyl-ring opening, 4, 73 Thiophene, 2-amino-5-methyl-synthesis, 4, 73 Thiophene, 2-anilino-synthesis, 4, 923-924 Thiophene, aryl-synthesis, 4, 836, 914-916 Thiophene, 2-(arylamino)-3-nitro-synthesis, 4, 892 Thiophene, azido-nitrenes, 4, 818-820 reactions, 4, 818-820 thermal fragmentation, 4, 819-820 Thiophene, 3-azido-4-formyl-reactions... 

Amino-4-anilino-s-triazine [537-17-7] M 168.2, m 235-236 , pKsst-5.5. Crystd from dioxane or 50% aqueous EtOH. 

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