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CAS No. : | 58139-59-6 | MDL No. : | MFCD01740587 |
Formula : | C6H6N4S2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MRFMTBTUKQIBDI-UHFFFAOYSA-N |
M.W : | 198.27 | Pubchem ID : | 42654 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | UN#: | |
Hazard Statements: | H315-H319 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | To a stirred methanol solution (5 mL) containing Cu(ClO4)2·6H2O (0.0371 g, 0.1 mmol) was added dropwise a methanol solution (10 mL) of H3chmpoxd (0.0143 g, 0.05 mmol) and piperidine (0.0128 g, 0.15 mmol) at room temperature. After stirring for 30 min, a methanol solution (5 mL) of <strong>[58139-59-6]dabt</strong> (0.0099 g, 0.05 mmol) was added dropwise. The mixture was stirred quickly at 333 K for 6 h, the resulting dark brown solution was filtered and brown cube crystals of the complex suitable for X-ray analysis were obtained by slow evaporation. Yield: 0.0477 g (68%). Anal. Calc. for Cu4C36H60N14O14Cl4S4: C, 30.09; H, 4.21; N, 13.64. Found: C, 30.10; H, 4.24; N, 13.60%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In methanol; at 21.84 - 59.84℃; for 6h; | To a stirred acetonitrile solution (12 mL) containing DABT (0.0199 g, 0.1 mmol), a methanol solution (15 mL) of Cu(pic)2⋅6H2O (0.0627 g, 0.1 mmol) was added dropwise at room temperature. After stirring continuously at 333 K for 6 h, the resulting brown solution was filtered and the filtrate was allowed to stand at room temperature for 10 days to give well shaped dark brown crystals suitable for X-ray analysis. Yield, 42 mg (81%). Analysis calculation for Cu2C26H35N15O13S4: C, 30.59%; H, 3.46%; N, 20.58%. Found: C, 30.61%; H, 3.41%; N, 20.54%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | A mixture of the starting metal precursors [(g6-arene)Ru(l-Cl)Cl]2 (0.1 mmol) and ligand (0.2 mmol) was dissolved inmethanol (20 ml) and stirred for 1 h. NaSbF6 (2.5 equivalents)added to the reaction mixture after one hour of the reaction. Thereaction mixture was stirred at room temperature for 8 h. A yellowprecipitate was formed, washed with cold methanol (10 ml) anddiethyl ether (3 10 ml) and dried in vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | A mixture of the starting metal precursors [(g6-arene)Ru(l-Cl)Cl]2 (0.1 mmol) and ligand (0.2 mmol) was dissolved inmethanol (20 ml) and stirred for 1 h. NaSbF6 (2.5 equivalents)added to the reaction mixture after one hour of the reaction. Thereaction mixture was stirred at room temperature for 8 h. A yellowprecipitate was formed, washed with cold methanol (10 ml) anddiethyl ether (3 10 ml) and dried in vacuum.2.4.1. [(g6-C6H6)Ru(dm4bt)Cl]SbF6 (1)Yield 105 mg (74%). 1H NMR (400 MHz, Acetone-d6) d = 8.27 (s,2H, tz-H), 6.26 (s, 6H, C6H6), 3.26 (s, 6H, tz-CH3); IR (KBr cm1): 3104(m), 2919(m), 1639(m), 1533(m), 1440(vs), 1374(m),1308(m), 1215(m), 1165(m), 850(m), 658(vs); ESI-MS: 410.9 [M+]peak; UV-Vis {Acetonitrile, kmax nm (e/104 M1 cm1)}: 285(0.84), 410 (0.08); Anal. Calc. for C14H14N2S2RuClSbF6 (646.7): C,40.92; H, 3.43; N, 6.82. Found: C, 40.98; H, 3.52; N, 6.91%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | A mixture of the starting metal precursors [(g6-arene)Ru(l-Cl)Cl]2 (0.1 mmol) and ligand (0.2 mmol) was dissolved inmethanol (20 ml) and stirred for 1 h. NaSbF6 (2.5 equivalents)added to the reaction mixture after one hour of the reaction. Thereaction mixture was stirred at room temperature for 8 h. A yellowprecipitate was formed, washed with cold methanol (10 ml) anddiethyl ether (3 10 ml) and dried in vacuum.2.4.1. [(g6-C6H6)Ru(dm4bt)Cl]SbF6 (1)Yield 105 mg (74%). 1H NMR (400 MHz, Acetone-d6) d = 8.27 (s,2H, tz-H), 6.26 (s, 6H, C6H6), 3.26 (s, 6H, tz-CH3); IR (KBr cm1): 3104(m), 2919(m), 1639(m), 1533(m), 1440(vs), 1374(m),1308(m), 1215(m), 1165(m), 850(m), 658(vs); ESI-MS: 410.9 [M+]peak; UV-Vis {Acetonitrile, kmax nm (e/104 M1 cm1)}: 285(0.84), 410 (0.08); Anal. Calc. for C14H14N2S2RuClSbF6 (646.7): C,40.92; H, 3.43; N, 6.82. Found: C, 40.98; H, 3.52; N, 6.91%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | General procedure: A mixture of the starting metal precursors [CpM(l-Cl)Cl]2(0.1 mmol) and ligand (0.2 mmol) was dissolved in methanol(20 ml) and refluxed for 1 h. NaSbF6 (2.5 equivalents) was addedto reaction mixture after one hour of the reaction. The reactionmixture was refluxed for 8 h. A yellow precipitate was formed upon evaporation of methanol solvent by rotary evaporator. Thiswas washed with cold methanol and diethyl ether (3 10 ml)and dried in vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | General procedure: A mixture of the starting metal precursors [CpM(l-Cl)Cl]2(0.1 mmol) and ligand (0.2 mmol) was dissolved in methanol(20 ml) and refluxed for 1 h. NaSbF6 (2.5 equivalents) was addedto reaction mixture after one hour of the reaction. The reactionmixture was refluxed for 8 h. A yellow precipitate was formed upon evaporation of methanol solvent by rotary evaporator. Thiswas washed with cold methanol and diethyl ether (3 10 ml)and dried in vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | To a stirred ethanol solution (10 mL) of H3bdpox (0.0151 g, 0.05 mM) and piperidine (0.0128 g, 0.15 mM), an ethanol solution (5 mL) containing Cu(NO3)2*3H2O (0.0242 g,0.1 mM) was added dropwise at room temperature. The mixture was stirred quickly for 30 min and an ethanol solution (5 mL) of <strong>[58139-59-6]dabt</strong> (0.0099 g, 0.05 mM) was added. The reaction solution was heated at 333 K with stirring for 6 h and then cooled to room temperature. The resulting dark green solution was filtered and dark brown cube crystals of the polymeric copper(II) complex suitable for X-ray analysis were obtained by slow evaporation at room temperature after 15 days. Yield: 0.0296 g (82%). Anal. Calcd for Cu2C22H28N8O8S2 (%): C, 36.51; H, 3.90; N, 15.48. Found (%): C, 36.62; H, 3.97; N,15.32. ΛM (DMF solution): 78 S*cm2 M-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | In methanol; at 20℃; for 1h; | This compound was prepared by adding 10 mL solution of2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) (0.244 g, 1mmol) in MeOH to 10 mL methanolic solution of [4,4-bithiazole]-2,2-diamine (0.198 g, 1 mmol) and stirredfor 1 h at room temperature. The prepared solution wasallowed to evaporate slowly for 10 days at room temperature(ca. 25C). Yellowish crystals of the desiredproduct precipitated, washed by acetone and dried inair (M.p. 60C). IR (KBr, cm-1): 545w, 686w, 816w,1040m, 1247w, 1327w, 1400w, 1523s, 1585m, 1628m,3095sand 3255m. 1H-NMR ([D6]-DMSO): 6.6 (s, 2H);7.7 (d, 4H); 7.2 (d, 4H); 8.5 (s, 4H) ppm. 13C{1H}NMR ([D6]-DMSO): 170.7; 150.2, 142.7; 137.9, 124.7,120.9, 102.6ppm. Yield: 0.3 g, 78%. C18H14N8OS2:calc. (%) C 51.2, H 3.32, N 26.50; found (%): C 50.8,H 3.10, N 26.4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | In methanol; at 20℃; for 1h; | This compound was prepared by dissolving 2,2-diamino-4,4-bis(1,3-thiazole) (0.198 g, 1 mmol) in MeOH (10mL) and adding to a MeOH solution of 1,3-bis(4-pyridyl)ethane (0.184 g, 1 mmol). The resulting solutionwas stirred for 1 h at room temperature and allowedto stand for 5 days at room temperature (ca. 25C).Yellowish precipitated crystals were filtered off anddried in air (M.p. 75C). IR (KBr, cm-1): 490w, 553w,707m, 1246m, 1330m, 1338m, 1405m, 1523s, 1584w,1606m, 3088s, 3268w. 1H-NMR ([D6]-DMSO): 1.8(t ,4H); 6.6 (s, 2H); 6.8 (d, 4H); 7.3 (d, 4H) and 7.9 (s, 4H)ppm. 13C {1H} NMR ([D6]-DMSO): 23.0, 102.0, 121.7,147.8, 151.1, 169.5 ppm. Yield: 0.3 g, 82%. C9H9N3S4:calc (%) C 28.27, H 2.35, N 10.99; found (%): C 28.15,H 2.30, N 11.20. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
5.9 g | In ethanol; for 2h;Reflux; | In a three-necked flask equipped with a reflux condenser and a stirring device,9.0 g (0.036 mol) of 1,4-dibromobutanedione were added in sequence,5.4g (0.072mol) thioureaAnd 200mL of absolute ethanol, refluxed under stirring for 2h,The reaction mixture is then poured into 100 mL of hot water (45-50 C).Concentrated aqueous ammonia (22-25%) was added to the mixture under stirring to pH 8-9, and a pale yellow precipitate was allowed to stand, which was filtered to give a crude product.The crude product was recrystallized from a mixed solvent of ethanol/water (3:1 by volume) and dried to give the product 2,2'-diamino-4,4'-bithiazole 5.9 g. |
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