Sources of common compounds: 1,1′-Thiocarbonyldiimidazole

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A solution of the amine (2.1 g, 8.7 mmol) in anhydrous CH2Cl2 (40 mL) was added dropwise over 2-5 minutes to an ice-NaCl bath cooled solution of 1,1?-thiocarbonyldiimidazole (95%, 3.1 g, 17.4 mmol, 2 eq.) in anhydrous CH2Cl2 (120 mL). After 15 minutes, the cooling bath was removed and the reaction mixture was stirred at room temperature for 1.5 hours after which time analysis by TLC (5% MeOH in CH2Cl2) indicated complete consumption of the starting aniline. The mixture was cooled once again in an ice bath and 7 M NH3 in MeOH (13 mL, 91 mmol, 10.5 eq.) was added dropwise over 2-5 minutes. The bath was removed and the mixture was stirred over night at room temperature. Silica gel (5 g) was added and the mixture was concentrated to dryness under reduce pressure. Flash column chromatography (RediSepRf SiO2 (120 g), 100% CH2Cl2?10% MeOH in CH2Cl2) gave the thiourea as an amber oil that solidified to a tacky residue upon standing (2.5 g, 96%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1′-Thiocarbonyldiimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Duke University; Liedtke, Wolfgang; (96 pag.)US2016/199363; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem