3,5-DIMETHYL-4H-1,2,4-TRIAZOLE

White crystal

(b) Preparation of 3, 5-dimethyl-1, 2, 4-triazole N'-Acetamidoacetimidine (0.29 parts; 2.5 mmol ex (a) above) was heated at 180° C. for 10 minutes. The resultant crystalline solid was recrystallized from a mixture of dichloromethane and 40-60 pet. ether to give a white solid (0.16 parts; 65percent theory). m.pt: 140°-141° C. Elemental analysis: Found C, 48.7percent; H, 7.4percent; N, 43.1percent, C4 H7 N3 requires: C, 49.5percent, H, 7.2percent, N, 43.3percent, A mixture containing 1-fluoro-4-nitrobenzene (282 mg), General procedure: General method for preparation of all presented compounds is described below. Completion ofthe reactions was determined by TLC with bromocresol green solution as a stain.10 mmol of the appropriate azole (1H-1, 2, 4-triazole, 3-methyl-1H-1, 2, 4-triazole, Included at room temperature3, 5-Dimethyl-1, 2, 4-triazole 10.5 g (0.108 mol)And dehydrated N, N-dimethylformamide 60mL20.7 g (0.107 mol) of 28percent sodium methoxide methanol solution was added to the solution.After stirring for 20 minutes, 21.6 g (0.109 mol) of 3-chloropropyltrimethoxydecane was added.Stir at 90~93 ° C for 4 hours.After cooling the suspension reaction solution to 2 ° C, Filter out insoluble matter, Then, The solvent of the filtrate is distilled off under reduced pressure, And filtering out a small amount of insoluble matter generated, Obtained a brownish liquid 24.6 g (0.095 mol, Yield 87.8percent).To a stirred solution of Compound 1g in ACN (100 ml) were added Cs2CO3 (125.6 g, 386.15 mmol) and ethyl 2-bromopropanoate (39.43 ml, 283.15 mmol) at 25° C. The mixture was stirred for 16 h at room temperature, The progress of the reaction was monitored by TLC (5percent MeOH in DCM, Rf=0.5, PMA active). After completion of the reaction, the reaction mixture was filtered and washed with EtOAc (300 ml). The filtrate was washed with water (2×200 ml), brine (2×200 ml). The organic layer was dried over anhydrous sodium sulfate and concentrated to obtain 35 g crude product. The crude product was purified by normal phase column chromatography using silica (100-200 mesh), eluting with 2percent MeOH in DCM. The collected fractions were evaporated to obtain Compound 2g (30 g, 59.17percent) as a pale yellow liquid. The desired isomer was confirmed by NOE analysis. 1H NMR (400 MHz, DMSO-d6) delta ppm: 5.22-5.34 (m, 1H), 4.03-4.18 (m, 2H), 2.32 (s, 3H), 2.16 (s, 3H), 1.60 (d, J=7.23 Hz, 3H), 1.06-1.19 (m, 3H); LCMS: 75.07percent (198.17, M+H), RT=1.18 min.A mixture of Zn(NO3)2·6H2O (60 mg, 0.2 mmol), HCOONa·2H2O (14 mg, 0.1 mmol), Hdmtz(19 mg, 0.2 mmol), an aqueous dimethylamine solution (0.3 mmol, 33percent), and H2O (3 ml) was placed in a Teflon-linedstainless steel vessel (12 ml), heated at 120 °C for 72 h, and then cooled to room temperature at a rate of 5 °C/h. Colorlessblock crystals of 1 were collected by filtration, washed with water, and dried in air to afford 22 mg (62percent based on Zn) of theproduct. Anal. calcd. for C13H22N10O8Zn4 (percent): C 22.06, H 3.13, N 19.79. Found (percent): C 22.12, H 3.09, N, 19.82. IR(KBr, cm'1): 3476(m), 1612(s), 1527(m), 1451(m), 1385(m), 1340(m), 1129(w), 1036(w), 881(w), 772(w), 700(w), 546(m).

Molecular Weight:97.12
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:97.063997236
Monoisotopic Mass:97.063997236
Topological Polar Surface Area:41.6
Heavy Atom Count:7
Complexity:64
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes