186808-45-7Relevant academic research and scientific papers
An efficient synthesis of N-substituted 3-nitrothiophen-2-amines
Kumar, Sundaravel Vivek,Muthusubramanian, Shanmugam,Menéndez, J. Carlos,Perumal, Subbu
, p. 1707 - 1712 (2016/04/10)
A novel protocol for the synthesis of 3-nitro-N-aryl/alkylthiophen-2-amines in good yields from the reaction of α-nitroketene N,S-aryl/alkylaminoacetals and 1,4-dithiane-2,5-diol in the presence of K2CO3 in refluxing ethanol is descr
Synthesis of novel 5,6,7,8-tetrahydro-4H-thieno[2,3-b][1,4]-diazepine derivatives
Cho, Hidetsura,Murakami, Kengo,Fujisawa, Akitaka,Niwa, Misako,Nakanishi, Hiroyuki,Uchida, Itsuo
, p. 1555 - 1566 (2007/10/03)
Unsubstituted 5,6,7,8-tetrahydro-4H-thieno[2,3-b][1,4]diazepine (1) and 4H-thieno[2,3-b][1,4]diazepine-5,7(6H,8H)-dione (2) were newly synthesized. Benzoylation of 1 regioselectively afforded thienodiazepine (13) substituted with a benzoyl group at position 4. Alternatively, novel synthetic procedures were devised to yield thienodiazepine (22) substituted with an alkyl group or compound (14) with an aralkyl group at position 8. Thus, the ingenious introduction of functional groups at the N-4 or 8 position of a thienodiazepine skeleton was achieved and then a variety of 5,6,7,8-tetrahydro-4H-thieno[2,3-b][1,4]diazepines (5)-(9), and (27), some of which exhibited potent arginine vasopressin antagonistic activity, were obtained using the key intermediates (1), (13), (14), and (22).
Catalysis in aromatic nucleophilic substitution. Part 12.1 Kinetics of the reactions of some 2-phenoxy- and 2-(p-nitrophenoxy)-3-nitro-5-X-thiophenes with benzylamine and N-benzylmethylamine in benzene
Consiglio, Giovanni,Frenna, Vincenzo,Mezzina, Elisabetta,Pizzolato, Antonio,Spinelli, Domenico
, p. 325 - 333 (2007/10/03)
The rate constants of the title reactions have been measured in benzene at 20°C. The reactions with benzylamine are not base-catalysed. The second-order kinetic constant for the reactions with N-benzyl-methylamine, with the exception of the unsubstituted compound (X = H), increases in a hyperbolical way with increasing nucleophile concentration. A non-linear regression treatment of kinetic data allows the calculation of k1 and k3B/k-1 for each catalysed system, k3B/k-1 is not a monotonic function of the X substituent. This result has been rationalised on the grounds of a specific base-general acid (SB-GA) mechanism for the base catalysis.
