3, 5-diamino acylation

Pteridine, 6-aIkyIthio-2,4-diamino-reactivity, 3, 299 Pteridine, 2-amino-acylation, 3, 295 hydrolysis, 3, 293, 294 Michael addition reactions, 3, 279, 288 structure, 3, 267 Pteridine, 4-amino-acylation, 3, 295 hydrolysis, 3, 293, 294 3-oxide... 

Pteridine, 2,4-diamino-6-methyl-acylation, 3, 295 hydrolysis, 3, 294 synthesis, 3, 311... 

The 3-amino group of 3,4-diamino-2//-pyrido[l,2-u]pyrimidin-2-ones 216, obtained from 3-nitroso derivatives by reduction with Na2S204 in 30% NH4OH at 70-80 °C, was acylated with acyl chlorides, and the acylated products 217 were cyclized to pyrido[2,l-Z)]purin-10-ones 218 by treatment with NaOMe (95JHC1725). 

The square planar Ni11 complex (583) was prepared from the template reaction of 3,3 -(ethylene bis(iminomethylidene)bis(2,4-pentanedionato)nickel(II) with l,3-diamino-2-propanol (Equation (18)). The uncoordinated OH group reacted smoothly with acylating agents, resulting in... 

Three different microwave-assisted synthetic routes to benzimidazole derivatives are summarized in Scheme 6.205, involving the condensation of 1,2-phenylenedi-amines with either carboxylic acids (Scheme 6.205 a and b) [368, 369] or two equivalents of aldehydes (Scheme 6.205 c) [370], or by cyclization of N-acylated-diamino-pyrimidines mediated by a strong base (Scheme 6.205 d and e) [371, 372],... 

The regioselective alkylation and acylation of 3,5-diamino-l,2,4-triazole 19 using a simple protecting group strategy has been described in detail <2006RJA624, 2006ZPK632>. 

J Leclerc, L Benoiton. On the selectivity of acylation of unprotected diamino acids. Can J Chem 46, 1047, 1968. 

The conversion of biguanides into guanamines under the influence of acylating agents is well known (see also Section VII 12). Acetic anhydride or benzoyl chloride in conjunction with alkali react with the parent compound, gelding 2-methyl- 519) or 2-phenyl-4,6-diamino-s-triazine 17) (LXXXI R = Me or Ph) respectively. 

The synthesis of deoxysepiapterin (82) has been recently achieved by homo-lytic nucleophilic substitution of the pteridine nucleus by acyl radicals (505). Since this substitution arises preferentially at the most electron-deficient 7 position, protection at 7 position is necessary for nucleophilic attack at the 6 position. 2,4-Diamino-7-methylthiopteridine (597) and 2-amino-4- -pentyloxy-7-n-pro-pylthiopteridine (600), protected by the thio function, can be used as starting materials. Homolytic acylation of 597 with the system propionalde-hyde/Fe2+//ert-butylhydroperoxide afforded 6-propionylpteridine (598) in good yields, which could be transformed to deoxysepiapterin (82) by selective hydrolysis followed by deprotection of the thio function (Scheme 75). Deoxysepiapterin (82) can also be prepared by a similar procedure from 600. 

Polyamides derived from o-glucose and o-glucosamine by interfacial and solution polycondensations of the sugar diamino derivatives with aromatic and aliphatic acyl chlorides have also been described [83]. 

Die Reduktion der Nitro-Gruppe in N-Acyl-2-nitro-anilinen kann ohne Isolierung der N-Acyl-o-diamino-arene mit dem Cyclisierungsschritt zum Benzimidazol kombiniert werden. Als Al-ternativen bieten sich folgende Methoden an ... 

N-Alkyl-o-diamino-arene konnen oxidativ zu Benzimidazolen cyclisiert werden. Wegen der Instability vieler o-Diamino-arene wird diese Methode nicht haufig verwendet332. Die N-Acyl-Derivate sind dagegen stabil. 

Mit Kohlensaure-chlorid-trichlormethylester kondensieren N-Acyl-o-diamino-benzole bereits bei niedriger Temperatur zu l-Acyl-2-hydroxy-benzimidazolen603 z. B. ... 

---