*
Corresponding author: P. L. Harale
Copyright © 2024 Author(s) retain the copyright of this article. This article is published under the terms of the Creative Commons Attribution Liscense 4.0.
Synthesis of 3-(substitutedthiocarbamide)-aniline derivatives from di-tert-butyl
dicarbonate (BoC) protected 3-chloroaniline
P. L. Harale
1, 2, *
, M. E. Shelke
1
, D.T. Tayade
1
and A. R. Kurhe
2
1
Department of Chemistry, Govt. Vidarbha Institute of Science and Humanity, Amaravati, India.
2
Research Centre and Department of Chemistry, Padmashri Vikhe Patil College, Pravaranagar, India.
GSC Biological and Pharmaceutical Sciences, 2024, 28(03), 046–052
Publication history: Received on 18 July 2024; revised on 30 August 2024; accepted on 02 September 2024
Article DOI: https://doi.org/10.30574/gscbps.2024.28.3.0313
Abstract
Synthesis of substituted thiocarbamide derivatives is important in the fields of medicinal, agricultural, chemical, and
pharmaceutical. Thiocarbamides are commonly utilized as starting materials for several organic synthetic processes
and have been studied in search for easy and effective methods of chemical synthesis. In the existing research work, 3-
chloroaniline was protected by a di-tert-butyl dicarbonate (BoC) protecting agent. Substituted thiocarbamide
derivatives were synthesized using condensation of various substituted thioureas with amino group-protected 3-
chloroaniline. The structures of all compounds of 3(substitutedthiocarbamido)-aniline were characterized by
1
H-NMR,
13
C-NMR, FT-IR, LCMS and CHNS elemental analysis.
Keywords: 3-chloroaniline; Di-tert-butyldicarbonate; Thiocarbamide derivatives; Protecting agent
Graphical Abstract
1. Introduction
Thiourea, often known as thiocarbamide, is a chemical compound having the formula SC(NH2)2 with a molecular weight
of 76.12 g/mol [1,5]. The class of chemicals known as substituted thiocarbamide has the generic formula (R1R2N)
(R3R4N) CS [6,8]. Thiocarbamides are soluble in organic solvents that are polar protic and aprotic, such as acetone and
dimethyl sulfoxide. It is also soluble in water, but insoluble in non-polar solvents. Because of the difference in
electronegativity between sulfur and nitrogen, the chemical properties of thiourea change significantly. Thiocarbamides
show higher acidity and are stronger hydrogen bond donors [9, 12]. Being able to be involved with bonding with
hydrogen, which is able to be further adjusted by proper nitrogen atom substitution, is critical for a wide range of uses