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Product Details of [ 69506-85-0 ]

CAS No. :69506-85-0 MDL No. :MFCD11110663
Formula : C9H12N4 Boiling Point : -
Linear Structure Formula :- InChI Key :ISXPITWIJWSEKJ-UHFFFAOYSA-N
M.W :176.22 Pubchem ID :15028898
Synonyms :

Safety of [ 69506-85-0 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 69506-85-0 ]

* 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 [ 69506-85-0 ]

[ 69506-85-0 ] Synthesis Path-Downstream   1~65

  • 1
  • [ 288-32-4 ]
  • [ 109-64-8 ]
  • [ 69506-85-0 ]
YieldReaction ConditionsOperation in experiment
63% General procedure: The general procedure for the Nalkylation of heterocycles was as follows.22 Heterocycle (1 mmol) wasdissolved in 5 ml anhydrous DMF. Then complex(0.05 mmol) and K2CO3 was added to the solution atroom temperature. Shortly afterwards (20 min),1,3-dibromopropane (1 mmol) was added in portions to the reaction mixture. The reaction was stirred at room temperature. The inorganic salt was removed byfiltration and rinsed twice with dichloromethane. The solution was poured into water and extracted withdichloromethane (2 x 25 ml). The combined organiclayers were washed with brine, dried over anhydroussodium sulphate, filtered, and concentrated in vacuoresulting in the formation of the product in 92 % yieldwith coupling ratio 1:1 and product yield 78 % withcoupling ratio 2:1. Nalkylation of heterocycles with1,3-dibromopropane having 1:1 coupling proportion(Scheme-2) is easier than 2:1 coupling proportion(Scheme-3).
52% 1,3-Di(imidazolyl-1)propane: Imidazole (13.6 g,0.2 mol) was dissolved in 50 mL of acetonitrile, and22.4 g (0.2 mol) of potassium tert-butoxide was addedportionwise (the reaction is exothermic) with stirringon a magnetic stirrer. The resulting mixture was stirredfor 1 h, and the solvent was then distilled off in vacuum(to remove tert-butanol). Acetonitrile (70 mL) wasadded to the dry residue, and 20.4 g (0.1 mol) of1,3-dibromopropane dissolved in 20 mL of acetonitrilewas added dropwise over 1 h under stirring. Theprecipitate of KBr was filtered off the next day, the filtratewas evaporated in vacuum, and the residue wasdistilled in vacuum. The product was distilled at 198-200C/<1 mmHg as a pale-yellow viscous liquid thatcrystallizes later, m.p. 45C. The yield was 9.1 g (52%).
  • 2
  • [ 3022-16-0 ]
  • [ 69506-85-0 ]
  • C42H56N8(4+)*4Cl(1-) [ No CAS ]
  • 3
  • [ 5036-48-6 ]
  • [ 50-00-0 ]
  • [ 131543-46-9 ]
  • [ 69506-85-0 ]
  • 4
  • [ 627-31-6 ]
  • [ 69506-85-0 ]
  • C21H30N8(2+)*2I(1-) [ No CAS ]
  • 5
  • [ 91-13-4 ]
  • [ 69506-85-0 ]
  • C6H4(CH2N2C3H3CH2)2CH2(2+)*2Br(1-)=C6H4(CH2N2C3H3CH2)2CH2Br2 [ No CAS ]
  • 6
  • [ 627-31-6 ]
  • [ 69506-85-0 ]
  • 1,1':3,3'-bis(trimethylene)bis(imidazolium) diiodide [ No CAS ]
  • 7
  • [ 69506-85-0 ]
  • (CH2C3H3N2CH2)4(CH2)4(4+)*4I(1-)=((CH2C3H3N2CH2)4(CH2)4)I4 [ No CAS ]
  • 8
  • [ 627-31-6 ]
  • [ 69506-85-0 ]
  • (CH2C3H3N2CH2)4(CH2)4(4+)*4I(1-)=((CH2C3H3N2CH2)4(CH2)4)I4 [ No CAS ]
  • 1,1':3,3'-bis(trimethylene)bis(imidazolium) diiodide [ No CAS ]
  • 9
  • [ 69506-85-0 ]
  • [ 74-88-4 ]
  • 1,1’-dimethyl-3,3’-propylene-diimidazolium diiodide [ No CAS ]
  • 10
  • copper(II) acetate dihydrate [ No CAS ]
  • [ 46331-50-4 ]
  • potassium hydroxide [ No CAS ]
  • [ 69506-85-0 ]
  • [Cu5(.mu3.-OH)2(1,3-bis(imidazol)propane)2(5-methoxyisophthalate)4]n [ No CAS ]
  • 11
  • α-K6[P2W18O62]*12H2O [ No CAS ]
  • [ 6046-93-1 ]
  • [ 69506-85-0 ]
  • [Cu((1,1'-(1,3-propanediyl)bis(imimdazole)H)]4[P2W18O62]2 [ No CAS ]
  • 12
  • [ 2359-09-3 ]
  • [ 5743-04-4 ]
  • [ 69506-85-0 ]
  • [Cd2(5-tert-butyl isophthalato)2(1,3-bis(imidazole-1-yl)propane)2]·4H2O}n [ No CAS ]
  • 13
  • dodecamolybdophosphoric acid * 13 H2O [ No CAS ]
  • [ 69506-85-0 ]
  • [(PMo12O40)(1,1'-(1,3-propanediyl)bis(imidazole)(+2H))(1,1'-(1,3-propanediyl)bis(imidazole)(+H))] [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With hydrogenchloride; In water; at 25 - 160℃; for 96h;pH 4.0;Autoclave; A mixture of H3PMo12O40·13H2O (0.6178g, 0.3mmol), bpi (0.035g, 0.2mmol) and H2O (10ml) was stirred for 30min in air until it was homogeneous. When the pH value of the mixture was adjusted to 4 with 1M HCl, the solution was transferred and sealed in a 30-ml Teflon-lined stainless steel autoclave, which was heated at 160C under autogenous pressure for 4days. The dark blue block crystals were isolated and collected by filtration, washed thoroughly with distilled water, and dried at room temperature (60% yield based on Mo). Anal. Calc. C18H27N8O40PMo12 (4295.10): C, 4.99 (Calc. 5.03); H, 0.69 (0.63); N, 2.69 (2.61); P, 0.74(0.72); Mo, 26.79 (26.82) wt.%
  • 14
  • [ 69506-86-1 ]
  • dodecamolybdophosphoric acid * 13 H2O [ No CAS ]
  • [ 69506-85-0 ]
  • [(PMo12O40)(1,1 '-(1,4-butanediyl)bis(imidazole)(+2H))0.5(1,1'-(1,3-propanediyl)bis(imidazole)(+H))] [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% With hydrogenchloride; In water; at 25 - 170℃; for 96h;pH 4;Autoclave; A mixture of H3PMo12O40·13H2O (0.6178g, 0.3mmol), bpi (0.0175g, 0.1mmol), bbi (0.019g, 0.1mmol) and H2O (10ml) was stirred for 30min in air until it was homogeneous. When the pH value of the mixture was adjusted to 4 with 1M HCl, the solution was transferred and sealed in a 30-ml Teflon-lined stainless steel autoclave, which was heated at 170C under autogenous pressure for 4days. The light blue sheet crystals were isolated and collected by filtration, washed thoroughly with distilled water, and dried at room temperature (63% yield based on Mo). Anal. Calc. C14H21N6O40PMo12 (2095.62): C, 7.99 (Calc. 8.02); H, 0.99 (1.00); N, 3.99 (4.01); P, 1.44 (1.48); Mo, 54.61 (54.97) wt.%.
  • 15
  • [ 499-49-0 ]
  • [ 5743-04-4 ]
  • [ 69506-85-0 ]
  • [ 1470065-49-6 ]
YieldReaction ConditionsOperation in experiment
42% With potassium hydroxide; In water; at 139.84℃; for 72h;Autoclave; The reaction condition is similar to those described in 1 except that 1,2-bie was replaced by 1,3-bip (17.6mg, 0.1mmol). Colorless block crystals of 2 were obtained. Yield: 19.6mg, 42percent (Based on Cd). Anal. Calc. for C18H18CdN4O4: C, 46.32; H, 3.89; N, 12.00. Found: C, 46.28; H, 3.93; N, 11.96percent. IR (cm?1): 3484 m, 3118 m, 1615 m, 1546 s, 1370 s, 1090 s, 780 s, 730 s, 659 s.
  • 16
  • [ 69506-85-0 ]
  • C32H34Ag2N10(2+)*2F6P(1-) [ No CAS ]
  • 17
  • [ 69506-85-0 ]
  • C32H34Au2N10(3+)*2F6P(1-) [ No CAS ]
  • 18
  • [ 69506-85-0 ]
  • C32H34Ag2N10(2+)*2Br(1-) [ No CAS ]
  • 19
  • [ 69506-85-0 ]
  • C32H34Au2N10(3+)*2Br(1-) [ No CAS ]
  • 20
  • [ 7703-74-4 ]
  • [ 69506-85-0 ]
  • C16H19N5(2+)*2Br(1-) [ No CAS ]
  • 21
  • [ 69506-85-0 ]
  • C16H17Br2N5Pd [ No CAS ]
  • 22
  • [ 69506-85-0 ]
  • C16H17Br3N5Pt(1+)*Br(1-) [ No CAS ]
  • 23
  • [ 69506-85-0 ]
  • C16H17Br2N5Pt [ No CAS ]
  • 24
  • 2,3′,5,5′-biphenyltetracarboxylic acid [ No CAS ]
  • [ 5743-04-4 ]
  • [ 69506-85-0 ]
  • [Cd2(2,3′,5,5′-biphenyltetracarboxylic acid)2(H2O)2]*(1,3-bis(imidazole)propane) [ No CAS ]
  • 25
  • (3-carboxyl-phenyl)-(4-(2'-carboxyl-phenyl)-benzyl)ether [ No CAS ]
  • [ 6156-78-1 ]
  • [ 69506-85-0 ]
  • [Mn((3-carboxyl-phenyl)-(4-(2'-carboxyl-phenyl)-benzyl)ether(-2H))(1,3-bis(imidazol-1'-yl)propane)] [ No CAS ]
  • 26
  • 9,9-dimethylfluorene-2,7-dicarboxylic acid [ No CAS ]
  • [ 7732-18-5 ]
  • [ 5970-45-6 ]
  • [ 69506-85-0 ]
  • 2Zn(2+)*2C17H12O4(2-)*H2O*C9H12N4 [ No CAS ]
  • 27
  • 9,9-dimethylfluorene-2,7-dicarboxylic acid [ No CAS ]
  • [ 7732-18-5 ]
  • [ 6147-53-1 ]
  • [ 69506-85-0 ]
  • 2Co(2+)*2C17H12O4(2-)*4H2O*C9H12N4 [ No CAS ]
  • 28
  • [ 100-21-0 ]
  • [ 5743-04-4 ]
  • [ 69506-85-0 ]
  • [Cd(1,3-bis(imidazole)propane)(terephthalic acid)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% With sodium hydroxide; In water; at 110℃; for 72h; A mixture of Cd(OAc)2.2H2O (0.2 mmol, 60 mg), 1,3-<strong>[69506-85-0]bip</strong> (0.20 mmol, 35.2 mg), NaOH (0.2 mmol, 8 mg) and 1.4-bdc (0.20 mmol, 38.0 mg) in distilled water (4 mL) was placed in a vial, heated to 110C for 3 d, and then cooled to room temperature over 24 h. Colorless block crystals of 1 were collected. Yield: 82% based on cadmium. Elemental analysis (%): calcd for C17H16N4O4Cd (Mr = 452.75): C 45.06, H 3.53, N 12.37; found: C 45.36, H 4.12, N12.81. IR (cm-1): 3417 (w), 3120 (m), 2945 (m), 2884 (w), 1610(s), 1565 (s), 1513 (s), 1379 (s), 1279 (m), 1027 (m), and 833 (m).
  • 29
  • [ 100-21-0 ]
  • [ 5970-45-6 ]
  • [ 69506-85-0 ]
  • [Zn(1,3-bis(imidazole)propane)(terephthalic acid)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With sodium hydroxide; In water; at 110℃; for 72h; General procedure: A mixture of Cd(OAc)2.2H2O (0.2 mmol, 60 mg), 1,3-<strong>[69506-85-0]bip</strong> (0.20 mmol, 35.2 mg), NaOH (0.2 mmol, 8 mg) and 1.4-bdc (0.20 mmol, 38.0 mg) in distilled water (4 mL) was placed in a vial, heated to 110C for 3 d, and then cooled to room temperature over 24 h. Colorless block crystals of 1 were collected. Yield: 82% based on cadmium. Elemental analysis (%): calcd for C17H16N4O4Cd (Mr = 452.75): C 45.06, H 3.53, N 12.37; found: C 45.36, H 4.12, N12.81. IR (cm-1): 3417 (w), 3120 (m), 2945 (m), 2884 (w), 1610(s), 1565 (s), 1513 (s), 1379 (s), 1279 (m), 1027 (m), and 833 (m).
  • 30
  • [ 121-91-5 ]
  • [ 7732-18-5 ]
  • [ 5743-04-4 ]
  • [ 69506-85-0 ]
  • [Cd(1,3-bis(imidazole)propane)(isophthalic acid)]*H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With sodium hydroxide; at 110℃; for 72h; A mixture of Cd(OAc)2.2H2O (0.2 mmol, 60 mg), 1,3-<strong>[69506-85-0]bip</strong> (0.20 mmol, 35.2 mg), NaOH (0.2 mmol, 8 mg) and 1.3-bdc (0.20 mmol, 38.0 mg) in distilled water (4 mL) was placed in a vial, heated to 110C for 3 d, and then cooled to room temperature over 24 h. Colorless block crystals of 3 were obtained. Yield: 76% based on cadmium. Elemental analysis (%): calcd for C17H18CdN4O5 (Mr = 470.75): C 43.33, H 3.82, N 11.89; found: C 43.28, H 3.77, N11.96. IR (cm-1): 3414 (bs), 3122 (w), 1601 (s), 1551 (s), 1435(w), 1232 (m), 1096 (m), 932 (w), 749 (s), and 622 (w).
  • 31
  • [ 121-91-5 ]
  • [ 7732-18-5 ]
  • [ 5970-45-6 ]
  • [ 69506-85-0 ]
  • [Zn(1,3-bis(imidazole)propane)(isophthalic acid)]*2H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With sodium hydroxide; at 110℃; for 72h; General procedure: A mixture of Cd(OAc)2.2H2O (0.2 mmol, 60 mg), 1,3-<strong>[69506-85-0]bip</strong> (0.20 mmol, 35.2 mg), NaOH (0.2 mmol, 8 mg) and 1.3-bdc (0.20 mmol, 38.0 mg) in distilled water (4 mL) was placed in a vial, heated to 110C for 3 d, and then cooled to room temperature over 24 h. Colorless block crystals of 3 were obtained. Yield: 76% based on cadmium. Elemental analysis (%): calcd for C17H18CdN4O5 (Mr = 470.75): C 43.33, H 3.82, N 11.89; found: C 43.28, H 3.77, N11.96. IR (cm-1): 3414 (bs), 3122 (w), 1601 (s), 1551 (s), 1435(w), 1232 (m), 1096 (m), 932 (w), 749 (s), and 622 (w).
  • 32
  • [ 499-81-0 ]
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [ 69506-85-0 ]
  • [Zn(1,3-bis(imidazolyl)propane)(pyridine-3,5-dicarboxylate)]·2H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% at 120℃; for 72h;High pressure; Autoclave; A mixture of 3,5-pdc (0.10 mmol,16.7 mg), 1,3-<strong>[69506-85-0]bip</strong> (0.10 mmol, 17.6 mg) and Zn(NO3)2.6H2O (0.10 mmol, 30.8 mg) in distilled water (15 mL) was placed in a Teflon-lined stainless steel vessel, heated to 120 C for 3 days, and then cooled to room temperature over 24 h. Colourless block crystals of 1 were obtained. Yield 51%. Anal calcd for C16H19N5O6Zn (Mr = 442.72): C, 43.38; H, 4.29; N, 15.81; found: C, 43.24; H, 3.96; N, 15.90%. IR(cm-1): 3455 (s), 3125 (m),2934 (w), 1668 (s), 1627 (s), 1530 (m), 1353(s),1247 (w), 1103 (s), 946 (w), 835 (w).
  • 33
  • [ 121-91-5 ]
  • [ 7732-18-5 ]
  • copper(II) nitrate [ No CAS ]
  • [ 69506-85-0 ]
  • [Cu(1,3-bis(imidazolyl)propane)(isophthalate)]·H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% at 120℃; for 72h;Autoclave; High pressure; A mixture of 1,3-bdc (0.10 mmol,16.7 mg), 1,3-<strong>[69506-85-0]bip</strong> (0.10 mmol, 17.6 mg) and Cu(NO3)2 (0.10 mmol,24.1 mg) in distilled water (15 mL) was placed in a Teflon-lined stainless steel vessel, heated to 120 C for 3 d, and then cooled to room temperature over 24 h. Blue block crystals of the title compound were collected. Yield 71%. Anal calcd for C17H18CuN4O5 (Mr = 421.88):C, 48.35; H, 4.26; N, 13.27; found: C, 48.61; H, 4.04; N, 13.40%. IR (cm-1): 3433 (s),3120 (s),2928 (m),1612 (s),1557 (m),1396(m),1352 (s),1235 (w), 1096 (m), 733 (m).
  • 34
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 787-70-2 ]
  • [ 69506-85-0 ]
  • [Co(1,3-bis(imidazol-1-yl)propane)(biphenyl-4,4'-dicarboxylic acid)*0.5(biphenyl-4,4'-dicarboxylic acid)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% With sodium hydroxide In water; N,N-dimethyl-formamide at 150℃; for 72h; Autoclave; Synthesis of [Co(1,3-bip)(bpdc)·0.5H2bpdc]n A mixture of Co(NO3)26H2O (0.2 mmol, 58.2 mg), 1,3-bip(0.20 mmol, 35.2 mg), NaOH(0.2 mmol, 8 mg) and H2bpdc(0.20 mmol, 58.2 mg) in DMF-H2O (6 mL, V:V 1:1) binary solventwas placed in a 25 mL Telfon-lined stainless steel container, whichwas heated to 150 C for 3 days, and then cooled to room temperatureover 24 h. Purple block crystals of 1 were collected. Yield:54% based on Cobalt. Elemental analysis (%): calcd for C30H25CoN4O6(Mr 596.47): C 60.36, H 4.19, N 9.39; found: C60.23, H4.12, N 9.81. IR (cm1): 3446(w), 3125(m), 2928(w), 2760(w),1698(s), 1607(s), 1524(s), 1386(s), 1250(s), 1106(m), 947(w), and765(m).
  • 35
  • copper(II) nitrate hydrate [ No CAS ]
  • [ 787-70-2 ]
  • [ 69506-85-0 ]
  • [Cu(1,3-bis(imidazol-1-yl)propane)(biphenyl-4,4'-dicarboxylic acid)*3H2O] [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With sodium hydroxide In water; N,N-dimethyl-formamide at 150℃; Autoclave; Synthesis of [Cu(1,3-bip)(bpdc)·3H2O]n A mixture of Cu(NO3)2 (0.2 mmol, 58.2 mg), 1,3-bip(0.20 mmol, 35.2 mg), NaOH(0.2 mmol, 8 mg) and H2bpdc(0.20 mmol, 58.2 mg) in DMF-H2O (6 mL, V:V 1:1) binary solventwas placed in a 25 mL Telfon-lined stainless steel container, whichwas heated to 150 C for 3 days, and then cooled to room temperatureover 24 h. Yield: 65% based on copper.Elemental analysis (%): calcd for C23H26CuN4O7 (Mr 534.03): C50.27, H 3.94, N 13.8; found: C 50.36, H 3.62, N 13.81. IR(cm1):3434(bs),3134(w),2919(w),2865(w),1650(m),1589(m).1536(m),1389(m),1106(w), 838(m),765(m).
  • 36
  • [ 2417-69-8 ]
  • [ 69506-85-0 ]
  • C39H58N4O2(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% In acetonitrile; at 75℃;Schlenk technique; Inert atmosphere; General procedure: A mixture of the properly functionalised benzyl bromide (1 mmol) and <strong>[69506-85-0]1,3-di(1H-imidazol-1-yl)propane</strong> (0.5 mmol) in acetonitrile (15 mL) was left under stirring at 75 C for 16 h. Addition of diethyl ether (20 mL) to the reaction mixture affords the precipitation of the product. The obtained white solid was isolated, washed with diethyl ether (2 x 5 mL) and dried under vacuum. 1·2HBr: White solid, yield 62%. Anal Calcd for C39H58Br2N4O25H2O: C, 54.17; H, 7.93; N, 6.48%. Found: C, 54.44; H, 7.68; N, 6.60%. 1H NMR (CDCl3): δ=0.88 (m, 6H, CH3), 1.10-1.50 (m, 20H, CH2), 1.77 (m, 4H, OCH2CH2), 2.88 (m, 2H, CH2 propylene), 3.94 (m, 4H, OCH2), 4.72 (m, 4H, NCH2 propylene), 5.31 (s, 4H, NCH2Ar), 6.91 (d, 3J=8.5Hz, 4H, Ar-H), 6.96 (s, 2H, CH), 7.35 (d, 3J=8.5Hz, 4H, Ar-H), 8.05 (s, 2H, CH), 10.21 (s, 2H, NCHN).
  • 37
  • [ 2417-71-2 ]
  • [ 69506-85-0 ]
  • C43H66N4O2(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% In acetonitrile; at 75℃;Schlenk technique; Inert atmosphere; General procedure: A mixture of the properly functionalised benzyl bromide (1 mmol) and <strong>[69506-85-0]1,3-di(1H-imidazol-1-yl)propane</strong> (0.5 mmol) in acetonitrile (15 mL) was left under stirring at 75 C for 16 h. Addition of diethyl ether (20 mL) to the reaction mixture affords the precipitation of the product. The obtained white solid was isolated, washed with diethyl ether (2 x 5 mL) and dried under vacuum.
  • 38
  • [ 123436-89-5 ]
  • [ 69506-85-0 ]
  • C47H74N4O2(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% In acetonitrile; at 75℃;Schlenk technique; Inert atmosphere; General procedure: A mixture of the properly functionalised benzyl bromide (1 mmol) and <strong>[69506-85-0]1,3-di(1H-imidazol-1-yl)propane</strong> (0.5 mmol) in acetonitrile (15 mL) was left under stirring at 75 C for 16 h. Addition of diethyl ether (20 mL) to the reaction mixture affords the precipitation of the product. The obtained white solid was isolated, washed with diethyl ether (2 x 5 mL) and dried under vacuum.
  • 39
  • [ 108003-51-6 ]
  • [ 69506-85-0 ]
  • C51H82N4O2(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
33% In acetonitrile; at 75℃;Schlenk technique; Inert atmosphere; General procedure: A mixture of the properly functionalised benzyl bromide (1 mmol) and <strong>[69506-85-0]1,3-di(1H-imidazol-1-yl)propane</strong> (0.5 mmol) in acetonitrile (15 mL) was left under stirring at 75 C for 16 h. Addition of diethyl ether (20 mL) to the reaction mixture affords the precipitation of the product. The obtained white solid was isolated, washed with diethyl ether (2 x 5 mL) and dried under vacuum.
  • 40
  • [ 197652-99-6 ]
  • [ 69506-85-0 ]
  • C55H90N4O2(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% In acetonitrile; at 75℃;Schlenk technique; Inert atmosphere; General procedure: A mixture of the properly functionalised benzyl bromide (1 mmol) and <strong>[69506-85-0]1,3-di(1H-imidazol-1-yl)propane</strong> (0.5 mmol) in acetonitrile (15 mL) was left under stirring at 75 C for 16 h. Addition of diethyl ether (20 mL) to the reaction mixture affords the precipitation of the product. The obtained white solid was isolated, washed with diethyl ether (2 x 5 mL) and dried under vacuum.
  • 41
  • [ 314755-35-6 ]
  • [ 69506-85-0 ]
  • C71H122N4O4(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% In acetonitrile; at 75℃;Schlenk technique; Inert atmosphere; General procedure: A mixture of the properly functionalised benzyl bromide (1 mmol) and <strong>[69506-85-0]1,3-di(1H-imidazol-1-yl)propane</strong> (0.5 mmol) in acetonitrile (15 mL) was left under stirring at 75 C for 16 h. Addition of diethyl ether (20 mL) to the reaction mixture affords the precipitation of the product. The obtained white solid was isolated, washed with diethyl ether (2 x 5 mL) and dried under vacuum.
  • 42
  • [ 478083-71-5 ]
  • [ 69506-85-0 ]
  • C95H170N4O6(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% In acetonitrile; at 75℃;Schlenk technique; Inert atmosphere; General procedure: A mixture of the properly functionalised benzyl bromide (1 mmol) and <strong>[69506-85-0]1,3-di(1H-imidazol-1-yl)propane</strong> (0.5 mmol) in acetonitrile (15 mL) was left under stirring at 75 C for 16 h. Addition of diethyl ether (20 mL) to the reaction mixture affords the precipitation of the product. The obtained white solid was isolated, washed with diethyl ether (2 x 5 mL) and dried under vacuum.
  • 43
  • [ 69506-85-0 ]
  • C31H50N4O2Si4(2+)*2C2F6NO4S2(1-) [ No CAS ]
  • 44
  • 1-chloromethyl-1,1,3,3-tetramethyl-3-phenyldisiloxane [ No CAS ]
  • [ 69506-85-0 ]
  • 1,3-bis(3-(1,1,3,3-tetramethyl-3-phenyldisiloxanylmethyl)imidazolium-1-yl)propane dichloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% In acetonitrile; at 80℃; for 54h;Sealed tube; 1,3-Bis(3-(1,1,3,3-tetramethyl-3-phenyldisiloxanylmethyl)imidazolium-1-yl)propane dichloride. Aglass ampoule was charged with a mixture of 4.1 g(0.023 mol) of 1,3-di(imidazolyl-1)propane, 14 g phenyldisiloxane (its synthesis was described in [19]),and 30 mL of acetonitrile. The ampoule was sealedafter degassing under vacuum and held at 80C for 54h. The crystals precipitated after cooling were filteredoff and recrystallized from acetonitrile. The yield was14.2 g (89%).
  • 45
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 554-95-0 ]
  • [ 7732-18-5 ]
  • [ 69506-85-0 ]
  • 2C9H3O6(3-)*3Co(2+)*C9H12N4*10H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% In N,N-dimethyl acetamide; at 20 - 100℃; for 96h; A mixture of Co(NO3)2·6H2O (0.2mmol, 58.2mg), 1,3-BIP (0.20mmol, 35.2mg), H3BTC (0.20mmol, 42.0mg) and DMA-H2O (2mL+2mL) was placed in a vial, heated to 100C for 3d and then cooled to room temperature over 24h. Yellow block crystals of complex 1 were collected, washed with water and air-dried (yield: 69%). Elemental analysis (wt%) calcd for C36H50Co3N8O22 (Mr=1123.63): C, 38.45; H, 4.44; N, 9.97. Found: C, 38.61; H, 4.74; N, 9.40%. IR (cm-1): 3364 (bs), 3114 (m), 2939 (m), 1618 (s), 1562 (s), 1432 (m), 1374 (s), 1235 (w), 1099 (m), 796 (m).
  • 46
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 554-95-0 ]
  • [ 33513-42-7 ]
  • [ 69506-85-0 ]
  • 2C9H3O6(3-)*3Zn(2+)*3C9H12N4*2C3H7NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% In water; at 20 - 100℃; for 96h; A mixture of Zn(NO3)2·6H2O (0.2mmol, 58.4mg), 1,3-BIP (0.20mmol, 35.2mg), H3BTC (0.20mmol, 42.0mg) and DMF-H2O (2mL+2mL) was placed in a vial, heated to 100C for 3d and then cooled to room temperature over 24h. The resulting product was colorless block crystals, which were washed with alcohol to give a pure sample (yield: 57%). Elemental analysis (wt%) calcd for C51H56N14O14Zn3 (Mr=1223.09): C, 48.07; H, 4.16; N, 14.88. Found: C, 47.66; H, 4.35; N, 15.25%. IR (cm-1): 3439 (bs), 3120 (m), 2936 (m), 1624 (s), 1574 (s), 1432 (m), 1374 (s), 1335 (m), 1096 (m), 949 (m).
  • 47
  • copper(II) nitrate trihydrate [ No CAS ]
  • [ 127-19-5 ]
  • [ 554-95-0 ]
  • [ 69506-85-0 ]
  • 2C9H3O6(3-)*3Cu(2+)*3C9H12N4*C4H9NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
39% In water; at 20 - 100℃; for 96h; General procedure: A mixture of Co(NO3)2·6H2O (0.2mmol, 58.2mg), 1,3-BIP (0.20mmol, 35.2mg), H3BTC (0.20mmol, 42.0mg) and DMA-H2O (2mL+2mL) was placed in a vial, heated to 100C for 3d and then cooled to room temperature over 24h. Yellow block crystals of complex 1 were collected, washed with water and air-dried (yield: 69%).
  • 48
  • sodium azide [ No CAS ]
  • manganese(II) chloride tetrahydrate [ No CAS ]
  • [ 69506-85-0 ]
  • [Mn(μ-1,3-bis(imidazolyl)propane)2(N3)2]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% In methanol; water; A mixture of methanol and water (1:1, 5 mL) was gently layeredon the top of an aqueous solution (5 mL) of MnCl24H2O (0.0197 g,0.10 mmol) in a test tube. A solution of <strong>[69506-85-0]bip</strong> (0.035 g, 0.2 mmol) andNaN3 (0.013 g, 0.2 mmol) in MeOH/H2O (2:1, 6 mL) was addedcarefully as a third layer. Transparent crystals were obtained after4 days (0.41 g, 83% based on Mn). Anal. Calc. for C18H24MnN14: C,43.99; H, 4.92; N, 39.90; found: C, 43.21; H, 4.85; N, 39.82%.Selected IR (KBr, cm1): 3338 (w), 3116 (m), 2036 (vs), 1620 (w),1518 (s), 1462 (w), 1440 (w), 1450 (w), 1395 (w), 1328 (m),1236 (m), 1101 (s), 1087 (s), 932 (s), 822 (m), 760 (m), 663 (s).
  • 49
  • sodium azide [ No CAS ]
  • copper(II) choride dihydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [ 69506-85-0 ]
  • [Cu(μ-1,3-bis(imidazolyl)propane)2(N3)2.2H2O]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% In ethanol; A mixture of EtOH and water (1:1, 5 mL) was gently layered onthe top of an aqueous solution (5 mL) CuCl22H2O (0.017 g,0.10 mmol) in a test tube. A solution of <strong>[69506-85-0]bip</strong> (0.035 g, 0.2 mmol)and NaN3 (0.019 g, 0.2 mmol) in EtOH/H2O (2:1, 6 mL) was addedcarefully as a third layer. Blue crystals suitable for single crystalX-ray measurements were obtained after a few days (0.41 g, 76%based on Cu). Anal. Calc. for C18H28N14O2Cu: C, 40.33; H, 5.26; N,36.58; found: C, 40.28; H, 5.19; N, 36.51%. Selected IR (KBr,cm1): 3394(w), 3130 (m), 2020 (s), 1635 (m), 1517 (m), 1404(w), 1364 (w), 1272 (w), 1104 (m), 832 (w), 726 (w), 660 (w),627 (w), 469 (w).
  • 50
  • manganese(II) chloride tetrahydrate [ No CAS ]
  • [ 333-20-0 ]
  • [ 69506-85-0 ]
  • [Mn(μ-1,3-bis(imidazolyl)propane)2(NCS)2]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
74% In methanol; water; A mixture of methanol and water (1:1, 5 mL) was gently layeredon the top of an aqueous solution (5 mL) of MnCl24H2O (0.0197 g,0.10 mmol) in a test tube. A solution of <strong>[69506-85-0]bip</strong> (0.035 g, 0.2 mmol) andKNCS (0.019 g, 0.2 mmol) in MeOH/H2O (2:1, 6 mL) was addedcarefully as a third layer. Transparent crystals were obtained after4 days (0.39 g, 74% based on Mn). Anal. Cal. for C20H24MnN10S2: C,45.88; H, 4.62; N, 26.75; found: C, 45.79; H, 4.53; N, 26.68%.Selected IR (KBr, cm1): 3442 (w), 2930 (m), 2050 (vs), 1523 (s),1236 (m), 1110 (m), 1086 (m), 934 (w), 832 (w).
  • 51
  • [ 288-32-4 ]
  • [ 109-70-6 ]
  • [ 69506-85-0 ]
YieldReaction ConditionsOperation in experiment
70% This ligand was prepared according to the reported method [11]with some modification. Typically a mixture of imidazole (3.4 g,50 mmol) and KOH (2.8 g, 50 mmol) in THF (50 mL) was stirredat 66 C for 1 h, and the 1-bromo-3-chloropropane (2.4 g,25 mmol) was added. The mixture was cooled to room temperatureafter being stirred at 60 C for 24 h. The THF was thenremoved and extracted with ethyl acetate (100 3 mL). Theextracted solution was put in a water bath (90 C) for 3 h, and the colorless oil bip was obtained in 70% yield (6.2 g). Anal. Calc.for C9H12N4: C, 61.34; H, 6.86; N, 31.79; found: C, 61.28; H, 6.80;N, 31.71%. Selected IR (KBr, cm1):3369 (w), 3127 (m), 2939 (w),1513 (s), 1451 (m), 1289 (w), 1232 (s), 1109 (s), 1088 (s), 936(m), 830 (m), 751 (m), 662 (s), 623 (s), 468 (w).
  • 52
  • [ 333-20-0 ]
  • [ 7646-85-7 ]
  • [ 69506-85-0 ]
  • [Zn(1,3-bis(imidazolyl)propane)2(NCS)2]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% In methanol; water; for 96h; A mixture of methanol and water (1:1, 5 mL) was gently layeredon the top of an aqueous solution (5 mL) of ZnCl2 (0.0138 g,0.10 mmol) in a test tube. A solution of <strong>[69506-85-0]bip</strong> (0.035 g, 0.2 mmol) andKNCS (0.019 g, 0.2 mmol) in MeOH/H2O (2:1, 6 mL) was addedcarefully as a third layer. Transparent crystals were obtained after 4days (0.41 g, 77% based on Zn). Anal. calcd (%) for C20H24N10S2Zn: C,44.98; H, 4.53; N, 26.23; found: C, 44.89; H, 4.48; N, 26.20. SelectedIR (KBr, cm1): 3128 (m), 2936 (w), 2058 (vs), 2010 (w), 1657 (w),1523 (s), 1515 (s), 1451 (m), 1387 (w), 1238 (s), 1104 (s), 863 (w), 836(m), 772 (w), 740 (m), 663 (m), 630(w), 472(w).
  • 53
  • [ 616-47-7 ]
  • [ 109-64-8 ]
  • [ 69506-85-0 ]
YieldReaction ConditionsOperation in experiment
82% In acetonitrile; at 70℃; for 24h; Step 1: N-methylimidazole take 0.04mol (3.284g), 1,3-dibromopropane 0.02mol (4.036g) were mixed in four-necked flask, with stirring acetonitrile was added 40mL, 70 C reflux for 24h, under reduced pressure filtered off with suction, washed with acetone three times to give a colorless solid, 80 deg.] C and finally dried in vacuo to give 1,2-imidazolpropyl 24h, a yield of about 82%.
  • 54
  • [ 18370-81-5 ]
  • [ 69506-85-0 ]
  • C15H28N6(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 80℃; for 24h;Inert atmosphere; Step 2: 1,3-propyl imidazole and 0.01mol of 3-bromo-propylamine hydrobromide was added to a 0.02mol 40mL of anhydrous ethanol solvent, in the N2 after heating in an oil bath to protect the 80C, the reaction was refluxed for 24h, using the method for removing the solvent by rotary evaporation, the solvents and other volatile unreacted materials after the net, with a small amount of the reaction product was dissolved in water, and adding 4 to 7 of the solid KOH PH value of the solution was adjusted to 10 to reduce a protected amino group, the resulting solvent was distilled off under reduced pressure to remove the majority of the water and dried in vacuo to constant weight, the mass ratio of 4: 1 ethanol - tetrahydrofuran solution was extracted product after collecting the filtrate was evaporated under reduced pressure to recover the solvent again dried to constant weight in vacuo, a yellow viscous liquid available bis-(3-aminopropyl-1-imidazolyl)propylidene-dibromo salt.
  • 55
  • [ 69506-85-0 ]
  • C15H28N6(2+)*2HO(1-) [ No CAS ]
  • 56
  • [ 69506-85-0 ]
  • C17H28N6O4(2+) [ No CAS ]
  • 57
  • sodium azide [ No CAS ]
  • [ 10108-64-2 ]
  • [ 69506-85-0 ]
  • [Cd(μ2-bip)2(N3)2]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In ethanol; water; for 96h; A mixture of EtOH and water (1:1, 5mL) was gently layered on the top of an aqueous solution (5mL) of CdCl2 (0.018g, 0.10mmol) in a test tube. A solution of <strong>[69506-85-0]bip</strong> (0.035g, 0.2mmol) and NaN3 (0.013g, 0.2mmol) in EtOH/H2O (2:1, 6mL) was added carefully as a third layer. Transparent crystals were obtained after 4 days (0.44g, 80% based on Cd). Anal. Calc. for C18H24CdN14: C, 39.39; H, 4.41; N, 35.72; found: C, 39.43; H, 4.46; N, 35.43%. Selected IR (KBr, cm-1): 3335 (w), 3114 (m), 2035 (vs), 1619 (w), 1516 (s), 1460 (w), 1440 (w), 1434 (w), 1395 (w), 1326 (m), 1233 (m), 1105 (s), 1085 (s), 930 (s), 828 (m), 750 (m), 660 (s).
  • 58
  • cadmium(II) nitrate tetrhydrate [ No CAS ]
  • [ 914919-19-0 ]
  • [ 7732-18-5 ]
  • [ 69506-85-0 ]
  • [Cd1.5(4,4′-((5-carboxy-1,3-phenylene)bis(oxy))dibenzoate)(3-bis(1H-imidazol-1-yl)propane)0.5(H2O)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% at 140℃; for 72h;Autoclave; High pressure; Complex 1 was obtained by the reaction of Cd(NO3)2·4H2O(0.1 mmol/30.9 mg), H3cpbda (0.05 mmol/19.7 mg), <strong>[69506-85-0]bip</strong> (0.05 mmol/8.8 mg), methanol (EtOH, 4 mL), H2O (5 mL) were mixed in a 25 mLTeflon-lined stainless-steel vessel. The mixture was sealed and heatedat 140 C for 72 h, and then cooled to room temperature at a rate of5 C /h. Finally, the transparent crystal of 2 was collected in 55% yield.The transparent crystal of 1 were isolated by washing with EtOH/H2O,and then dried in air.
  • 59
  • [ 1361969-01-8 ]
  • [ 69506-85-0 ]
  • 1,1'-(propane-1,3-diyl)bis(3-(4-(1,2,2-triphenylvinyl)benzyl)-1H-imidazole-3-ium)dibromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% In acetonitrile; for 48h;Reflux; Inert atmosphere; General procedure: A mixture of compound 1 (450 mg, 1.06 mmol) and BM-n (n=1, 50 mg, 0.34 mmol; n=2, 68 mg, 0.42 mmol; n=3, 62 mg, 0.35 mmol; n=5, 72 mg, 0.35 mmol; n=10, 85 mg, 0.31 mmol) was dissolved in CH3CN (40 mL). The mixture was refluxed for 48 h under nitrogen atmosphere. Then the solvent was removed and purified by silica gel column chromatography using CH2Cl2:CH3OH (90:10, v/v) as the eluent to get BT-n as a white powder.
  • 60
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 2215-89-6 ]
  • [ 7732-18-5 ]
  • [ 69506-85-0 ]
  • [Co(1,3-bis(imidazol)propane)(4,4′-oxybis(benzoate))]·0.5H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% at 130℃; for 72h;Autoclave; High pressure; General procedure: A solution of 4,4′-oxybis(benzoate) (0.10 mmol, 25.8 mg),1,3-bis(imidazol)propane (0.10 mmol, 17.6 mg) andCo(NO3)2·6H2O (0.10 mmol, 29.1 mg) in distilled water(15 mL) was placed in a Teflon-lined stainless steel vessel,heated to 130 C for 3 days and then cooled to roomtemperature over 24 h. The resulting solid was washed withmethanol and dried under vacuum. Purple block crystalsof SNUT-1 were obtained with a yield of 68% based oncobalt. Elemental analysis (%): calcd for C23H21N4O5.5Co(M = 500.37): C, 55.16; H, 4.20; N, 11.19. found: C, 55.36;H, 4.12; N, 11.41. IR (cm-1): 3440 (s), 3125 (w), 2917 (w),1617 (s), 1558 (m), 1500 (w), 1423 (m), 1350 (m), 1270 (w),1153 (w), 1091 (w), 997 (w) and 721 (m).
  • 61
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 89-05-4 ]
  • [ 69506-85-0 ]
  • [Co2(μ-η11-O2)(1,3-bis(imidazol)propane)2(benzene-1,2,4,5-tetracarboxylate)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In water; at 130℃; for 72h;Autoclave; High pressure; General procedure: A solution of 4,4′-oxybis(benzoate) (0.10 mmol, 25.8 mg),1,3-bis(imidazol)propane (0.10 mmol, 17.6 mg) andCo(NO3)2·6H2O (0.10 mmol, 29.1 mg) in distilled water(15 mL) was placed in a Teflon-lined stainless steel vessel,heated to 130 C for 3 days and then cooled to roomtemperature over 24 h. The resulting solid was washed with methanol and dried under vacuum.
  • 62
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 4282-31-9 ]
  • [ 33513-42-7 ]
  • [ 69506-85-0 ]
  • [Co(2,5-thiophenedicarboxylato)(1,3-bis(1H-imidazol-1-yl)propane)]*0.67DMF}n [ No CAS ]
  • 63
  • copper(II) nitrate trihydrate [ No CAS ]
  • 5-methyl-4-oxo-1-phenyl-1,4-dihydropyridazine-3-carboxylic acid [ No CAS ]
  • [ 7732-18-5 ]
  • [ 69506-85-0 ]
  • [Cu(1,3-di(1H-imidazol-1-yl)propane)(5-methyl-4-oxo-1-phenyl-1,4-dihydropyridazine-3-carboxylate)(NO3)]*2H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
82.1% In N,N-dimethyl-formamide; at 20 - 90℃; for 96h; A mixture of Cu(NO3)23H2O (0.15 mmol,36.2 mg), 1,3-BIP(0.15 mmol, 26.41 mg), HPDC (0.1 mmol, 23.0 mg), DMF(3 mL), and 6.5mL H2O was sealed in a 25mL vial,whichwas heated to 90 C for 3 days, and then cooled to roomtemperature over 24 hours. Blue acicular crystals of complex2 was obtained with the yield of 82.1% based on copper.Elemental analysis Calcd. (%) for C21H25Cu1N7O8,(M567.02) ,%: C, 44.39; H, 4.05; N, 16.79; Found, %: C,44.44; H, 4.41; N, 17.28; IR (v, cm1): 3377(s), 3113(s),1641(m), 1539(s), 1377(s), 1241(s), 1181(s), 943(s), 815(s),and 773(s).
  • 64
  • [ 446-48-0 ]
  • [ 69506-85-0 ]
  • C23H24F2N4(2+)*2Br(1-) [ No CAS ]
  • 65
  • [ CAS Unavailable ]
  • [ 7732-18-5 ]
  • [ 65697-90-7 ]
  • [ 68-12-2 ]
  • [ 69506-85-0 ]
  • [ 2919307-43-8 ]
YieldReaction ConditionsOperation in experiment
81.5 % With sodium hydroxide Heating; Autoclave; High pressure; 2.2. Synthesis of { [Zn(μ-HBCPT)(μ-1,3-BIP)] ·2H 2 O ·DMF} n (SNUT-7) A mixture of Zn(NO 3 ) 2 ·6H 2 O (0.15 mmol, 58.2 mg), 1,3- BIP (0.20 mmol, 35.2 mg), NaOH (0.15 mmol, 12 mg), H 3 BCPT (0.10 mmol, 58.2 mg) and DMF (2 mL) binary solvent was placed in a 25 mL Teflon-lined stainless-steel container, which was heated to 130 for 3 d, and then cooled to room temperature over 24 h. Colorless block crystals of SNUT-7 were collected. Yield: 81.5% based on Zinc. Elemental analysis (%): calcd. for C 28 H 32 N 8 O 7 Zn ( M r = 657.98): C, 51.07; H, 4.86; N, 17.02; found: C, 51.36; H, 4.02; N, 17.41. IR (cm -1 ): 3362(m), 3130(m), 2873(w), 1670(s), 1606(s), 1574(s), 1349(s), 1229(m), 1092(s), 980(m) and 844(s).
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