Fungicidal properties of 2,2′-dicarbamido-4,4′-dinitrodiphenyl sulfides and of 5-nitro-1,2-benzoisothiazolones was written by Ponci, R;Baruffini, A.;Gialdi, F.. And the article was included in Farmaco, Edizione Scientifica in 1964.Application of 83909-69-7 The following contents are mentioned in the article:
The fungicidal activity was determined in vitro for several [2,3-XOC(O2N)C6H3S]2 (I) (X = H2N, MeNH, BuNH, PhCH2NH, PhNH, p-ClC6H4NH, 3-pyridyl-methylamino, morpholino) and II (R = H, Me, Bu, PhCH2, Ph, p-ClC6H4, Ac, ClCH2CO, EtCO, AmCO, Et2CHCO, C6H15CO, PhCH2CH2OCO, Bz, p-ClC6H4CO, p-O2ONC6H4CO). All I and II exhibited high activity toward Candida albicans ATCC 10231 and Trichophyton mentagrophytes ATCC 8757; some of them were also tested against Aspergillus fumigatus, Cryptococcus neoformans, Madurella griesa, Microsporum audouini, Nocardia asteroides, and Sternphylium sarcinaeforme. The results confirm the antifungal activity of the substances tested and emphasize their wide spectrum of activity. Comparative tests with the I and II and the non-nitrated analogs demonstrated the influence of the NO2 group on the activity. In the disulfide series the NO2 group exerts a neg. effect in the case of the N-unsubstituted dicarbamide and a slight but neg. effect in the N-monosubstituted carbamides. The comparison of the II with the NO2-free analogs showed a profound neg. effect by the NO2 in the N-unsubstituted benzisothiazolone; however, slight variations of activity are observed in the N-substituted compounds 5-Nitro-1,2-benzoisothiazolone (III) pasted with an appropriate acid anhydride and heated 1-1.5 hrs. at 100-20° gave the corresponding II. III (10%) in H2O stirred at 40° with the stoichiometric amount 2N NaOH, and the resulting Na salt dried 2 hrs. at 130°, suspended in dry C6H6 or MePh, treated with 1 mole 10% solution of a suitable halide in the same solvent, and refluxed 0.5-5 hrs. with stirring yielded the corresponding II. III (10%) in C5H5N treated dropwise at room temperature with stirring with 1 mole suitable halide, and heated 0.5 hr. at 50-60° gave the corresponding II. The appropriate amide (10-20%) in dry C5H5N treated at room temperature portionwise with 1 mole chlorobromide of 2,4-HO2C(O2N)C6H3SH in (CHCl2)2 and heated 1 hr. at 50-60° yielded the corresponding II. These methods gave II (R and m.p. given): Me, 190-2° (decomposition) (EtOH); ClCH2, 165-7° (CHCl3); Et, 179-80° [C6H6-petr. ether); Am, 108-9° (EtOH); Et2OCH, 107° (MeOH); C6H13, 113° (EtOH); PhCH2CH2, 138-40° (EtOH); Ph, 180° (xylene); p-ClC6H4, 233-4° (MePh); p-O2NC6H4, decomposition above 245° (xylene). This study involved multiple reactions and reactants, such as N-Benzyl-2-chloro-5-nitrobenzamide (cas: 83909-69-7Application of 83909-69-7).
N-Benzyl-2-chloro-5-nitrobenzamide (cas: 83909-69-7) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Application of 83909-69-7
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics