Category: 6160-65-2

Application of 6160-65-2,Some common heterocyclic compound, 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, molecular formula is C7H6N4S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate 19 (0.1 g, 0.36 mmol),1,1′-thiocarbonyldiimidazole (0.1 g, 0.58 mmol)And triethylamine (0.08 mL)Was dissolved in 30 mL of tetrahydrofuran,60 reflux 5h (TLC detection reaction is completed).After the reaction was completed, the solvent was evaporated under reduced pressure. To the residue was added 30 mL of dichloromethane and a saturated aqueous solution of sodium chloride (3×10 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. (4-cyclopropyl-1-naphthyl) -2-mercapto-1H-imidazo [4,5-b] pyridine (22) as a yellowish solid. Yield 70.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1′-Thiocarbonyldiimidazole, its application will become more common.

Reference:
Patent; Shan Dong University; Lu, Xinyong; Meng, Qing; Zhan, Peng; Fang, Zengjun; Zhao, Tong; Sun, Zhuosen; Sun, Xiukun; (36 pag.)CN106083847; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 6160-65-2, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, This compound has unique chemical properties. The synthetic route is as follows.

After performing this reaction several times, all product fractions were pooled and the resulting residue of the dihydroxyl derivative (124 mg, 269 mumol, 1 eq.) was dissolved under argon in tetrahydrofurane (80 mL) in a 250 mL flame-dried flask. To this solution was added thiocarbonyl diimidazole (480 mg, 2.69 mmol, 10 eq.) and 4-(dimethylamino)pyridine (329 mg, 2.69 mmol, 10 eq.). The resulting reaction mixture was heated to 80C and stirred at this temperature overnight. After cooling to room temperature, a small portion of silica gel was added and the solvent was removed under reduced pressure. The adsorbed crude product was purified by flash column chromatography (50% ethyl acetate in cyclohexane) to yield 119 mg (237 mumol, 88%) of (VII) as a colorless solid.

The chemical industry reduces the impact on the environment during synthesis 1,1′-Thiocarbonyldiimidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; EP2210881; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, A new synthetic method of this compound is introduced below., SDS of cas: 6160-65-2

To a stirred solution of 6.8 g (35.0 mmol) of (5) in 150 mL Of CH2Cl2 at RT was added 6.4g (35mmol) of l,l ‘-thiocarbonyldiimidazole. The mixture was stirred at room temperature for 15 minutes and then evaporated under reduced pressure and the residue was passed through a short pad of silica gel, eluting with a gradient of hexane/EtOAc, which gave (5-Isothiocyanato-2-methoxy-phenyl)-methyl-propyl-amine (6) (7.85g, 95%) as a colorless oil.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; WO2008/57246; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,1′-Thiocarbonyldiimidazole

Description 19: S-Bromo-lH-benzoimidazole^-sulfonic acid; [00281] Thiocarbonyl diimidazole (0.95 g, 5.35 mmol) was added in one portion to a solution of 4-bromobenzene-l,2-diamine (1.00 g, 2.67 mmol) in TetaF (50 mL). The mixture was stirred for 6 h then the solvents were removed in vacuo. The residue was suspended in DCM and the product was collected by filtration as a white solid. This was dissolved in KOeta solution (IM, 10.7 mL, 10.7 mmol) and eta2O2 (30 %, 2.13 mL, 21.40 mmol) was added dropwise. The mixture was stirred for 14 h then concentrated HCl was added to pH 1. The mixture was cooled to 0 0C for 30 min then the white solid product was collected by filtration. This was dried at 40 0C under high vacuum (1.15 g, 77 %). MS (MH+, m/z) 275 (50 %), 277 (50 %).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6160-65-2.

Reference:
Patent; GALAPAGOS N.V.; WO2008/55959; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 6160-65-2, A common heterocyclic compound, 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, molecular formula is C7H6N4S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step A: N-(thiazol-2-yl)-1H-imidazole-1-carbothioamide To thiazol-2-amine (2.12 g, 21.17 mmol) in acetonitrile (30 mL) and tetrahydrofuran (5 mL) was added di(lH-imidazol-l-yl)methanethione (4.90 g, 27.5 mmol). The reaction was stirred at 60 C for 5 hours. The reaction was cooled to room temperature and the precipitate was filtered and washed with cold acetonitrile (2 x 15 mL) to afford an orange-brown powder. The product, N-(thiazol-2-yl)-lH- imidazole- l-carbothioamide (3.70 g, 17.60 mmol, 83 % yield), was taken directly to the next step without any further characterization.

The synthetic route of 6160-65-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; COOK II, James H.; MCDONALD, Ivar, M.; KING, Dalton; OLSON, Richard, E.; WANG, Nenghui; IWUAGWU, Christiana, I.; ZUSI, Christopher, F.; MACOR, John, E.; WO2011/53292; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6160-65-2, Computed Properties of C7H6N4S

To a solution of TCDI (3.87 g, 19.55 mmol, 2.0 equiv) and DMAP (0.60 g, 4.88 mmol, 0.5 equiv) in DCM (110 mL) was added a solution of 12 (2.06 g, 9.77 mmol, 1.0 equiv) in DCM (38 mL) at 0 C. After being stirred for 10 h at rt, the resulting mixture was quenched with saturated NH4Cl solution (50 mL). The layers were separated and the aqueous layer was extracted with DCM (3×50 mL). The organic layers were combined, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (petroleum ether/EtOAc 2:1) to furnish 11 (2.06 g, 84%) as a white powder. Colorless block-shaped crystals of 11 were obtained by slow evaporation of a petroleum ether/DCM solution after several days. Mp 185-186 C; IR (thin film): numax 2966, 2924, 1707, 1565 cm-1; 1H NMR (400 MHz, CDCl3): delta 4.48 (d, J=8.8 Hz, A of AB, 1H), 4.35 (d, J=8.8 Hz, B of AB, 1H), 2.95 (dd, J=13.2, 3.2 Hz, 1H), 2.60 (d, J=14.4 Hz, A? of A?B?, 1H), 2.55 (d, J=14.4 Hz, B? of A?B?, 1H), 2.51 (dd, J=16.2, 5.0 Hz, 1H), 2.28 (ddd, J=16.5, 11.6, 8.0 Hz, 1H), 2.16-2.11 (m, 1H), 1.87-1.81 (m, 1H), 1.69 (ddd, J=8.0, 8.0, 3.6 Hz, 1H), 1.54 (dddd, J=12.6, 12.6, 12.6, 5.4 Hz, 1H), 1.02-0.95 (m, 1H), 0.76 (ddd, J=7.2, 3.6, 3.6 Hz, 1H), 0.61 (s, 3H); 13C NMR (100 MHz, CDCl3): delta 208.8, 190.7, 94.3, 72.6, 63.1, 56.3, 39.9, 39.3, 28.2, 27.9, 19.2, 18.3, 12.5; HRMS (ESI): m/z calcd for C13H16O3SNa [M+Na]+ 275.0718, found 275.0710.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1′-Thiocarbonyldiimidazole, and friends who are interested can also refer to it.

Reference:
Article; Yue, Guizhou; Yang, Li; Yuan, Changchun; Du, Biao; Liu, Bo; Tetrahedron; vol. 68; 47; (2012); p. 9624 – 9637,14;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 1,1′-Thiocarbonyldiimidazole

To a stirred solution of 6.8 g (35.0 mmol) of (5) in 150 mL of CH2Cl2 at RT was added 6.4 g (35 mmol) of 1,1?-thiocarbonyldiimidazole. The mixture was stirred at room temperature for 15 minutes and then evaporated under reduced pressure and the residue was passed through a short pad of silica gel, eluting with a gradient of hexane/EtOAc, which gave (5-Isothiocyanato-2-methoxy-phenyl)-methyl-propyl-amine (6) (7.85 g, 95%) as a colorless oil.

The synthetic route of 1,1′-Thiocarbonyldiimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synta Pharmaceuticals Corp.; Du, Zhenjian; Foley, Kevin Paul; US9108933; (2015); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 6160-65-2

INTERMEDIATE 45Methyl 3-(f(35r)-4-(aminocarbonothioyl)mophiholin-3-yllmethyl|-l-methyl-lH-indole-5- carboxylateTo a stirred slurry of Intermediate 44 (31.64 g, 109.7 mmol) in TetaF (221 mL) at r.t. was added l,r-thiocarbonyldiimidazole (21.51 g, 120.7 mmol) portionwise over 10 minutes. The reaction mixture was stirred at r.t. for 5 h, then transferred to a pressure vessel and NH3 (111 mL of a 28% aqueous solution, 1.6 mol) was added. This mixture was stirred at 600C for 17 h, then cooled to r.t. It was diluted with water (158 mL) and solid product was filtered off, washed with water and dried in vacuo at 450C, to give the title compound (37.79 g, 99.1%) as a white solid. LCMS (ES+) 348.0 (M+H)+, RT 2.88 minutes (Method I).

The synthetic route of 6160-65-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; WO2009/71895; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, A new synthetic method of this compound is introduced below., name: 1,1′-Thiocarbonyldiimidazole

REFERENCE SYNTHETIC EXAMPLE 2; Synthesis of methyl l-hydrazinothiocarbonylpiperidine-4- carboxylate; To a solution of methyl isonipecotate (1.0 g, 7.0 mmol) in tetrahydrofuran was added thiocarbonyl diimidazole (1.24 g, 6.98 mmol) at room temperature, and the reaction solution was stirred at room temperature for1.5 hours and then stirred with hydrazine monohydrate(700 mg, 14.0 mmol) for 4 hours. After addition of saturated aqueous sodium chloride, the reaction solution was extracted with ethyl acetate and chloroform, and the extract was dried over anhydrous magnesium sulfate and concentrated to give the desired product (yield 114%) .Morphology: pale yellow solid LC/MS: condition 5, retention time 0.52 (min)LC/MS (ESI+)m/z; 218, [M+l] +

The synthetic route of 6160-65-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; WO2006/62240; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6160-65-2, Recommanded Product: 1,1′-Thiocarbonyldiimidazole

A solution of the amine (0.110 g, 0.43 mmol) in anhydrous CH2Cl2 (2 mL) was added dropwise over 2-5 minutes to an ice-salt bath cooled solution of 1,1?-thiocarbonyldiimidazole (95%, 0.162 g, 0.87 mmol, 2 eq.) in anhydrous CH2Cl2 (6 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 (10% 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 (620 muL, 4.3 mmol, 10 eq.) was added dropwise over 2-5 minutes. The bath was removed and the mixture was stirred over night at room temperature. Silica gel (1 g) was added and the mixture was concentrated to dryness under reduce pressure. Flash column chromatography (RediSepRf SiO2 (40 g), 100% CH2Cl2?10% MeOH in CH2Cl2) gave the thiourea as an amber oil that solidified upon standing (0.130 g, 97%).

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