4041-95-6

Usage

Uses

Used in Organic Synthesis:
1,3-Di-tert-butyl-2-thiourea is used as a reagent in organic synthesis for its capacity to facilitate various chemical reactions, contributing to the formation of desired organic compounds.
Used in Rubber Chemical Production:
As an intermediate in the production of rubber chemicals, 1,3-Di-tert-butyl-2-thiourea plays a crucial role in enhancing the properties of rubber, such as its durability and elasticity.
Used as a Catalyst in Organic Compound Synthesis:
1,3-Di-tert-butyl-2-thiourea is employed as a catalyst to accelerate the synthesis of various organic compounds, improving the efficiency and selectivity of chemical reactions.
Used as a Stabilizer in Polymer Production:
In the production of polymers, 1,3-Di-tert-butyl-2-thiourea is used as a stabilizer to prevent degradation and maintain the polymer's structural integrity during processing and use.
Used in Pharmaceutical Research:
1,3-Di-tert-butyl-2-thiourea is used in pharmaceutical research as a potential candidate for the development of new drugs, particularly due to its anti-tumor properties and its ability to form complexes with metal ions, which may have therapeutic applications.

Upstream product

• 64-17-5 ethanol 
• 590-42-1 tert-butyl isothiocyanate 
• 75-64-9 tert-butylamine 
• 125910-96-5 2,4-Bis-(4-bromo-phenyl)-1,3-di-tert-butyl-[1,3,2,4]diazadiarsetidine 
• 125910-97-6 1,3-di-tert-butyl-2,4-bis(o-methoxyphenyl)-1,3,2,4-diazadiarsetidine 
• 56-23-5 tetrachloromethane 
• 75-15-0 carbon disulfide 
• 1251738-12-1 C₅H₁₁NS₂*C₇H₁₆N₂ 
• 95-54-5 1,2-diamino-benzene 
• 74734-11-5 1H-imidazole-1-carbodithioic acid methyl ester 
• 534-18-9 sodium trithiocarbonate 
• 131367-91-4 1,3-Di-tert-butyl-2,4-bis-(2-chloro-phenyl)-[1,3,2,4]diazadiarsetidine 
• 125910-95-4 1,3-di-tert-butyl-2,4-di-p-tolyl-1,3,2,4-diazadiarsetidine 

Downstream Products

• 590-42-1 tert-butyl isothiocyanate 
• 691-24-7 1,3-di-tert-butylcarbodiimide 
• 142-08-5 2-hydroxypyridin 
• 137196-31-7 2,2-dimesityl-1,3-di-tert-butyl 4-thio-1,3-diaza-2-germetane 
• 145865-62-9 1,4-di-tert-butyl-2,2,3,3-tetramethyl-5-thio-1,4-diaza-2,3-digermolane 
• 81233-49-0 1-t-Butyl-2-phenyl-1,3-diaza-2-bora-cyclobutanthion-4 

Relevant academic research and scientific papers

Hydroamination and Hydrophosphination of Isocyanates/Isothiocyanates under Catalyst-Free Conditions

Symmetrical and unsymmetrical N,N’-disubstituted as well as trisubstituted ureas/thioureas by the hydroamination of isocyanates/isothiocyanates, and various phosphathioureas by the hydrophosphination of isothiocyanates have been synthesized in good to excellent yields under catalyst-free and mild conditions. This protocol is also applicable for the efficient synthesis of chiral ureas and thioureas and common herbicides, such as fenuron and monuron.

Method of producing N,N'-ditertiary butyl dicarbodiimide by thiourea method

The invention belongs to the technical field of organic synthesis, and in particular relates to a method of producing N,N'-ditertiary butyl dicarbodiimide by a thiourea method. The method comprises the following steps: first, synthesizing N,N'-ditertiary butyl thiourea in a water medium by using tert-butylamine and carbon disulfide; carrying out suction filtration on the N,N'-ditertiary butyl thiourea, drying, carrying out primary oxidization, successively adding the mixture, caustic soda flakes, a solvent and a catalyst into a reaction kettle, heating the mixture to 60-65 DEG C, adding an oxidizing agent to react for 2 hours at 60-65 DEG C, leaving the product to stand for 20-25 minutes, and abandoning a lower water phase; carrying out secondary oxidizing reaction, dropwise adding quantitative oxidizing agent and catalyst, and carrying out a reaction for 1 hour at 65 DEG C; and adding alkali to neutralize, washing with water, separating a water layer, distilling the solvent out, and carrying out rectification at a reduced pressure to obtain N,N'-ditertiary butyl dicarbodiimide. The method of producing N,N'-ditertiary butyl dicarbodiimide by the thiourea method is mild in reactioncondition, high in yield, high in purity and simple in post-treatment, and process water can be recycled.

Green process development for the synthesis of aliphatic symmetrical N,N'-disubstituted thiourea derivatives in aqueous medium

A highly efficient green process for the synthesis of N,N'-disubstituted aliphatic thiourea derivatives using primary aliphatic amines and carbon disulfide in aqueous medium at room temperature via a nonisothiocyanate route is described. This protocol illustrates the rapid preparation of N,N'-disubstituted aliphatic thiourea derivatives in excellent yields with some advantages such as no catalyst and simple workup without any side product formation. Moreover the new route is concise, chromatography-free, and adaptable to pilot-scale preparation.

Green Process Development for the Synthesis of Aliphatic Symmetrical N,N ′-Disubstituted Thiourea Derivatives in Aqueous Medium

A highly efficient green process for the synthesis of N,N′-disubstituted aliphatic thiourea derivatives using primary aliphatic amines and carbon disulfide in an aqueous medium at room temperature via a nonisothiocyanate route is described. This protocol illustrates the rapid preparation of N,N′-disubstituted aliphatic thiourea derivatives in excellent yields with some advantages such as no catalyst and simple workup without any side product formation. Moreover, the new route is concise, does not require chromatography, and is adaptable to pilot-scale preparation. GRAPHICAL ABSTRACT.

In situ formation of thermally stable, room-temperature ionic liquids from CS2 and amidine/amine mixtures

Amidinium dithiocarbamates salts with diverse structures are prepared in situ by adding one equivalent of CS2 to an equimolar mixture of two nonionic molecules, an amidine and an amine. Many of the salts made in this way are room temperature ionic liquids (RTILs) and the others (ILs) melt well below the decomposition temperature of the salts, ca. 80 °C. Unlike the analogous amidinium carbamate RTILs, which are made by adding CO2 to amidine/amine mixtures and decompose near 50 °C, the amidinium dithiocarbamates do not revert to their amidine/amine mixtures when they are heated. The thermal, rheological, conductance, and spectroscopic properties of representative examples from a total of 50 of these ILs and RTILs are reported, comparisons between them and their nonionic phases (as well as with their amidinium carbamates analogues) are made, and the thermolysis pathways of the ammonium dithiocarbamates are investigated.

Enhanced anion binding from unusual coordination modes of bis(thiourea) ligands in platinum group metal complexes

Treatment of a range of bis-(thiourea) ligands with inert organometallic transition-metal ions gives a number of novel complexes that exhibit unusual ligand binding modes and significantly enhanced anion binding ability. The ruthenium(II) complex [Ru(η6-p-cymene)(κS,S′,N-L 3-H)] + (2b) possesses juxtaposed four- and seven-membered chelate rings and binds anions as both 1:1 and 2:1 host guest complexes. The pyridyl bis(thiourea) complex [Ru(η6-p-cymeme)(κS,S′, Npy-L4)]2+ (4) binds anions in both 1:1 and 1:2 species, whereas the free ligand is ineffective because of intramolecular NH...N hydrogen bonding. Novel palladium(II) complexes with nine- and ten-membered chelate rings are also reported.

Steric control over hydrogen bonding in crystalline organic solids: A structural study of N,N′-dialkylthioureas

Hydrogen bonding in crystalline N,N′-dialkylthioureas was examined with the help of single-crystal X-ray diffraction, DFT calculations, and Cambridge Structural Database (CSD) analysis. A CSD survey indicated that unlike the related urea derivatives, which persistently self-assemble into one-dimensional hydrogen-bonded chains, the analogous thioureas can form two different hydrogen-bonding motifs in the solid state: chains, structurally similar with those found in ureas, and dimers, that further associate into hydrogen-bonded layers. The formation of one motif or another can be manipulated by the bulkiness of the organic substituents on the thiourea group, which provides a clear example of steric control over the hydrogen bonding arrangement in crystalline organic solids.

1-(Methyldithiocarbonyl)imidazole: A useful thiocarbonyl transfer reagent for synthesis of substituted thioureas

1-(Methyldithiocarbonyl)imidazole 1 and its N-methyl quaternary salt 2 have been shown to be efficient methyldithiocarbonyl and thiocarbonyl transfer reagents for the synthesis of dithiocarbamates, symmetrical and unsymmetrical mono-, di- and tri-substituted thioureas in high yields under mild and simple non-hazardous reaction conditions. (C) 2000 Elsevier Science Ltd.