6966-83-2

Usage

Chemical Properties

White Solid

Uses

S,N,N’-Trimethylisothiouronium Iodide (cas# 6966-83-2) is a compound useful in organic synthesis.

Upstream product

• 6972-05-0 1,1-dimethyl-2-thiourea 
• 74-88-4 methyl iodide 
• 534-13-4 N,N-dimethylthiourea 

Downstream Products

• 93103-98-1 N-(4-Bromo-benzo[b]thiophen-2-ylmethyl)-N',N''-dimethyl-guanidine; compound with toluene-4-sulfonic acid 
• 863713-25-1 3-(3,5-difluorophenyl)-4-methyl-5-(methylthio)-4H-1,2,4-triazole 
• 863711-80-2 [5-(3,5-difluoro-phenyl)-4-methyl-4H-[1,2,4]triazol-3-yl]-methyl-amine 

Relevant academic research and scientific papers

Efficient Catalysts of Acyclic Guanidinium Iodide for the Synthesis of Cyclic Carbonates from Carbon Dioxide and Epoxides under Mild Conditions

We have studied the synthesis of five-membered cyclic carbonates through the cycloaddition of CO 2 to epoxides by using acyclic guanidinium salts. We have found that the cycloaddition reactions proceed smoothly at ordinary temperatures and pressures and result in good yields when acyclic guanidinium iodides are employed as catalysts. Both cation moiety and anion moiety of the guanidinium salts play important roles in their catalytic activity. It is essential to have active hydrogens on the cation moiety as well as an iodide ion as the anion moiety so as to achieve good catalytic activity. Guanidinium iodides with three or more active hydrogens give cyclic carbonates in high yields in polar solvents such as 1-methylpyrrolidin-2-one, whereas the guanidinium iodides with one or two active hydrogens show good catalytic activity in less polar solvents such as 2-methyltetrahydrofuran.

N-nitroso- and N-nitraminotetrazoles

N-Nitroso- (5a,c) and N-nitraminotetrazoles (6a-c) were synthesized from the corresponding aminotetrazoles (3a-c) either by the direct nitration with acetic anhydride/HNO3 or by dehydration of the corresponding nitrates (4a-c) with concentrated sulfuric acid. The conversion of the N-nitrosoaminotetrazoles (5a,c) with peroxytrifluoroacetic acid (CF 3CO3H) yielded the corresponding nitramines in high yield (6a (82%), 6c (80%)). The N-nitroso- (5a,c) and N-nitraminotetrazoles (6a-c) have been fully characterized by vibrational (IR, Raman) and multinuclear NMR spectroscopy (14N/15N, 1H, 13C), mass spectrometry, and elemental analysis. A detailed discussion of the 15N chemical shifts and 1H-15N coupling constants is given. The molecular structures in the solid state were determined by single-crystal X-ray diffraction (3a,c; 5a,c; 6a-c) and a detailed discussion of the molecular structures will be presented. Furthermore, the structure and bonding as well as N,N rotational barriers are discussed on the basis of theoretically obtained data (B3LYP/6-31G(d,p), NBO analysis). In the case of two N-nitraminotetrazoles (6a,c) the physicochemical properties (e.g., D, P, ΔfH°) were evaluated. The heat of formation was calculated to be positive for 6a and 6c (+2.8 and +85.2 kcal mol-1, respectively) and the calculated detonation velocity with 5988 (6a) and 7181 (6c) m s-1 reaches values of TNT and nitroglycerin.

Substituted 9,10-anthracenebishydrazones

This disclosure describes anthracene-9,10-bis-carbonyl-hydrazones and derivatives thereof useful as antibacterial agents, for inhibiting the growth of transplanted mouse tumors, and for inducing the regression and/or palliation of leukemia and related cancers.