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Chemical Structure| 58139-59-6
Chemical Structure| 58139-59-6
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Product Details of [ 58139-59-6 ]

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 :

Safety of [ 58139-59-6 ]

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:

Application In Synthesis of [ 58139-59-6 ]

* 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.

  • Downstream synthetic route of [ 58139-59-6 ]

[ 58139-59-6 ] Synthesis Path-Downstream   1~61

  • 1
  • [ 58139-59-6 ]
  • [ 14352-51-3 ]
  • 3,3'-[4,4']bithiazolyl-2,2'-diyldiamino-bis-isoindol-1-one [ No CAS ]
  • 3
  • [ 58139-59-6 ]
  • [ 108-24-7 ]
  • 2,2'-diacetylamino-(4,4')bithiazole [ No CAS ]
  • 4
  • [ 58139-59-6 ]
  • 2,2'-diamino-5,5'-dinitro-(4,4')bithiazole [ No CAS ]
  • 5
  • [ 58139-59-6 ]
  • 2,2'-diamino-5,5'-dibromo-4,4'-bithiazole [ No CAS ]
  • 6
  • [ 58139-59-6 ]
  • [ 259542-06-8 ]
  • 7
  • [ 553-26-4 ]
  • [ 58139-59-6 ]
  • 2,2'-diamino-4,4'-bis(1,3-thiazole) 4,4'-bipyridine [ No CAS ]
  • 8
  • [ 58139-59-6 ]
  • [ 13362-78-2 ]
  • 2,2'-diamino-4.4'-bis(1,3-thiazole) 1,2-bis(4-pyridyl)ethylene [ No CAS ]
  • 9
  • [ 17252-51-6 ]
  • [ 58139-59-6 ]
  • 2,2'-diamino-4.4'-bis(1,3-thiazole) 1,3-bis(4-pyridyl)propane [ No CAS ]
  • 10
  • [ 58139-59-6 ]
  • 2,2'-diethynyl-4,4'-bithiazole [ No CAS ]
  • 11
  • [ 58139-59-6 ]
  • [ 259542-07-9 ]
  • 12
  • [ 58139-59-6 ]
  • 2,2'-bis(3-hydroxyprop-1-ynyl)-4,4'-bithiazole [ No CAS ]
  • 13
  • [ 58139-59-6 ]
  • 2,2',5,5'-tetraethynyl-4,4'-bithiazole [ No CAS ]
  • 14
  • [ 58139-59-6 ]
  • 2,2'-bis(phenylethynyl)-4,4'-bithiazole [ No CAS ]
  • 15
  • [ 58139-59-6 ]
  • [ 259542-15-9 ]
  • 16
  • [ 58139-59-6 ]
  • 2,2',5,5'-tetrakis(phenylethynyl)-4,4'-bithiazole [ No CAS ]
  • 17
  • [ 58139-59-6 ]
  • [ 259542-16-0 ]
  • 18
  • [ 58139-59-6 ]
  • 2,2'-diacetylamino-5,5'-dinitro-(4,4')bithiazole [ No CAS ]
  • 19
  • [ 58139-59-6 ]
  • copper(II) choride dihydrate [ No CAS ]
  • [ 318489-74-6 ]
  • 20
  • copper(II) nitrate trihydrate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 318489-76-8 ]
  • 21
  • copper(ll) sulfate pentahydrate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 318489-77-9 ]
  • 23
  • [ 58139-59-6 ]
  • copper(II) choride dihydrate [ No CAS ]
  • [ 318489-74-6 ]
  • 24
  • [ 58139-59-6 ]
  • nickel(II) chloride hexahydrate [ No CAS ]
  • [ 178558-82-2 ]
  • 25
  • [ 58139-59-6 ]
  • copper(II) choride dihydrate [ No CAS ]
  • oxydiacetic acid hydrate [ No CAS ]
  • [ 620126-08-1 ]
  • 26
  • [ 10196-18-6 ]
  • [ 58139-59-6 ]
  • sodium perchlorate [ No CAS ]
  • [Zn(2,2'-diamino-4,4'-bithiazole)2](ClO4)2 [ No CAS ]
  • 27
  • [ 58139-59-6 ]
  • [ 10108-64-2 ]
  • [ 577705-24-9 ]
  • 28
  • [ 58139-59-6 ]
  • [ 592-85-8 ]
  • [ 651714-38-4 ]
  • 29
  • [ 58139-59-6 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 178558-80-0 ]
  • 30
  • [ 58139-59-6 ]
  • chromium chloride hexahydrate [ No CAS ]
  • [ 142-73-4 ]
  • [ 709037-47-8 ]
  • 31
  • oxovanadium(IV) sulfate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 7732-18-5 ]
  • diaqua(2,2'-diamino-4,4'-bi-1,3-thiazole)oxosulfatovanadium(IV) tetrahydrate [ No CAS ]
  • 32
  • [ 58139-59-6 ]
  • [ 557-34-6 ]
  • sodium perchlorate [ No CAS ]
  • [Zn(2,2'-diamino-4,4'-bithiazole)2(CH3COO]ClO4*2H2O [ No CAS ]
  • 33
  • [ 58139-59-6 ]
  • sodium perchlorate [ No CAS ]
  • [ 543-90-8 ]
  • [Cd(2,2'-diamino-4,4'-bithiazole)2(CH3COO]ClO4*2H2O [ No CAS ]
  • 34
  • [ 110-99-6 ]
  • [ 58139-59-6 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • aqua(2,2'-diamino-4,4'-bi-1,3-thiazole-.kappa(2)N,N')(oxydiacetato-κ(3)O,O',O'')cobalt(II) trihydrate [ No CAS ]
  • 35
  • [ 58139-59-6 ]
  • Cu(pic)2⋅6H2O [ No CAS ]
  • [ 639462-01-4 ]
  • [μ3-cis-N-(2-aminoethyl)-N'-(2-carboxylatophenyl)oxamidato(3-)]bis(2,2'-diamino-4,4'-bi-1,3-thiazole)tetracopper(II) bis(2,4,6-trinitrophenolate) [ No CAS ]
  • 36
  • copper(II) nitrate trihydrate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 1037416-00-4 ]
  • catena-poly[[(2,2'-diamino-4,4'-bithiazole)(μ3-cis-N-(2-carboxylatophenyl)-N'-[3-(dimethylamino)propyl]oxamidato(3-))dicopper(II)] nitrate 0.6-hydrate] [ No CAS ]
  • 37
  • [ 58139-59-6 ]
  • [ 3189-97-7 ]
  • C6H6N4S2*C14H14N4 [ No CAS ]
  • 38
  • [ 58139-59-6 ]
  • 2,5-bis-(4-pyridyl)-3,4-diaza-2,4-hexadiene [ No CAS ]
  • [(DABTZ)(4-bpdh)] [ No CAS ]
  • 39
  • [ 67-56-1 ]
  • copper(II) perchlorate hexahydrate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 7732-18-5 ]
  • [Cu2(N-(5-chloro-2-hydroxyphenyl)-N'-[3-(dimethylamino)propyl]oxamido-3H)(CH3OH)(2,2'-diamino-4,4'-bithiazole)](ClO4)*1.5H2O [ No CAS ]
  • 40
  • [ 58139-59-6 ]
  • [ 1402392-63-5 ]
  • 2ClO4(1-)*C38H38Cu4N14O10S4(2+) [ No CAS ]
  • 41
  • copper(II) perchlorate hexahydrate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 1416180-15-8 ]
  • [Cu4(bhpox)2(dabt)2](ClO4)2 [ No CAS ]
  • 42
  • copper(II) perchlorate hexahydrate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 1219579-29-9 ]
  • [Cu4(N-(5-chloro-2-hydroxy-phenyl)-N'-[3-(methylamino)propyl]oxamido)2(2,2'-diamino-4,4'-bithiazole)2](ClO4)2 [ No CAS ]
YieldReaction ConditionsOperation 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%.
  • 43
  • [ 58139-59-6 ]
  • Cu(pic)2⋅6H2O [ No CAS ]
  • [ 75-05-8 ]
  • [Cu2H(DABTA)2](pic)⋅6H2O [ No CAS ]
YieldReaction ConditionsOperation 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%.
  • 44
  • [ 58139-59-6 ]
  • [ 59661-86-8 ]
  • N,N'-([4,4'-bithiazole]-2,2'-diyl)bis-2-phenylquinoline-4-carboxamide [ No CAS ]
  • 45
  • [ 58139-59-6 ]
  • 6-chloro-2-phenyl-quinoline-4-carbonyl chloride [ No CAS ]
  • N,N'-([4,4'-bithiazole]-2,2'-diyl)bis-6-chloro-2-phenylquinoline-4-carboxamide [ No CAS ]
  • 46
  • [ 58139-59-6 ]
  • 6-iodo-2-phenyl-quinoline-4-carbonyl chloride [ No CAS ]
  • N,N'-([4,4,-bithiazole]-2,2'-diyl)bis-6-iodo-2-phenylquinoline-4-carboxamide [ No CAS ]
  • 47
  • [ 67-56-1 ]
  • [ 58139-59-6 ]
  • copper(II) choride dihydrate [ No CAS ]
  • [ 1190284-42-4 ]
  • [ 1615720-56-3 ]
  • 48
  • [ 366-18-7 ]
  • [ 58139-59-6 ]
  • [([4,4'-bithiazole]-2,2'-diamine)2(2,2'-bipyridine)] [ No CAS ]
  • 49
  • [ 67-56-1 ]
  • [ 58139-59-6 ]
  • [ 14098-24-9 ]
  • [([4,4'-bithiazole]-2,2'-diamine)2(benzo-18-crown-6)(MeOH)] [ No CAS ]
  • 50
  • [ 37366-09-9 ]
  • sodium hexafluoroantimonate [ No CAS ]
  • [ 58139-59-6 ]
  • [(η6-C6H6)Ru(2,2'-diamino-4,4'-bithiazole)Cl]*SbF6 [ No CAS ]
YieldReaction ConditionsOperation 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.
  • 51
  • sodium hexafluoroantimonate [ No CAS ]
  • [ 58139-59-6 ]
  • [ 52462-29-0 ]
  • [(η6-C6H6)Ru(2,2'-diamino-4,4'-bithiazole)Cl]*SbF6 [ No CAS ]
YieldReaction ConditionsOperation 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%.
  • 52
  • sodium hexafluoroantimonate [ No CAS ]
  • [RuCl2(hexamethylbenzene)]2 [ No CAS ]
  • [ 58139-59-6 ]
  • [(η6-C6Me6)Ru(2,2'-diamino-4,4'-bithiazole)Cl]*SbF6 [ No CAS ]
YieldReaction ConditionsOperation 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%.
  • 53
  • bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] [ No CAS ]
  • sodium hexafluoroantimonate [ No CAS ]
  • [ 58139-59-6 ]
  • [Cp*Ir(2,2'-diamino-4,4'-bithiazole)Cl]*SbF6 [ No CAS ]
YieldReaction ConditionsOperation 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.
  • 54
  • sodium hexafluoroantimonate [ No CAS ]
  • dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer [ No CAS ]
  • [ 58139-59-6 ]
  • [Cp*Rh(2,2'-diamino-4,4'-bithiazole)Cl]*SbF6 [ No CAS ]
YieldReaction ConditionsOperation 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.
  • 55
  • copper(II) nitrate trihydrate [ No CAS ]
  • [ 58139-59-6 ]
  • C16H23N3O4 [ No CAS ]
  • [Cu2(N-benzoate-N'-[3-(diethylamino)propyl]oxamide)(2,2'-diamino-4,4'-bithiazole)](NO3)*H2O}n [ No CAS ]
YieldReaction ConditionsOperation 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.
  • 56
  • [ 58139-59-6 ]
  • [ 15420-02-7 ]
  • C6H6N4S2*C12H8N4O [ No CAS ]
YieldReaction ConditionsOperation 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.
  • 57
  • [ 4916-57-8 ]
  • [ 58139-59-6 ]
  • C6H6N4S2*C12H12N2 [ No CAS ]
YieldReaction ConditionsOperation 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.
  • 58
  • [ 58139-59-6 ]
  • Cu(pic)2⋅6H2O [ No CAS ]
  • Cu(2,2′-diamino-4,4′-bithiazole)(picrate)2 [ No CAS ]
  • 59
  • [ 58139-59-6 ]
  • [ 109-77-3 ]
  • C12H4N10S2 [ No CAS ]
  • 60
  • [ 57-13-6 ]
  • [ 6305-43-7 ]
  • [ 58139-59-6 ]
YieldReaction ConditionsOperation 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.
  • 61
  • [ 58139-59-6 ]
  • [ 4755-77-5 ]
  • N,N′-2,2′-(4,4′-bithiazole)-bis(oxamate) [ No CAS ]
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