Electric Literature of 25808-30-4, 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. 25808-30-4, name is 2-(Methylamino)acetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.
To a suspension ofcompound 18 (147 mg, 0.67 mmol) in1,2-dichloroethane (8 mL), methylaminoacetonitrile hydrochloride (79mg, 0.74 mmol) was added at room temperature. After 5 min, DIPEA (130 muL, 0.74mmol) was added, followed by the slow addition of Na(OAc)3BH (185mg, 0.87 mmol). The reaction mixture was then heated to 70 °C and left to stirat that temperature for 24 h. Then, CH2Cl2 (10 mL) wasadded and the mixture extracted with saturated aqueous solution of NaHCO3(20 mL). The aqueous phase was further washed with CH2Cl2(2× 50 mL), the combined organic layers were dried with anhydrous Na2SO4,filtered, and evaporated under reduced pressure. The crude product was purifiedby flash column chromatography using CH2Cl2/MeOH/NH4OH= 10/1/0.1 as an eluent, to yield 80 mg (44percent) of yellow solid. Mp 116.0?117.0 °C;Rf = 0.23 (CH2Cl2/MeOH/NH4OH= 3/1/0.1); 1H NMR (400 MHz, DMSO-d6) delta 2.32 (s, 3H, CH3),3.87 (s, 2H, CH2CN), 3.95(s, 2H, CH2N), 7.17 (d, J = 8.9 Hz, 1H, Ar-H), 7.89 (d, J = 9.0 Hz,1H, Ar-H), 8.50 (d, J = 8.9 Hz, 1H, Ar-H), 9.13 (d, J = 9.0 Hz,1H, Ar-H), 11.28 (br s, 1H, OH);1H NMR (400 MHz, CDCl3) delta 2.51 (s, 3H, CH3), 3.60 (s, 2H, CH2CN),4.00 (s, 2H, CH2N), 7.22(d, J = 8.8 Hz, 1H, Ar-H), 7.88 (d, J = 8.9 Hz, 1H, Ar-H),8.59 (d, J = 8.8 Hz, 1H, Ar-H), 9.34 (d, J = 8.9 Hz, 1H, Ar-H),resonance for OH missing; 13C NMR (100 MHz, DMSO-d6) delta 41.35, 44.98, 61.32, 110.07, 115.81, 121.69,124.56, 128.52, 132.92, 135.16, 136.70, 157.79, 160.34; HRMS (ESI) m/z calculated for C11H13N4O3 [M+H]+ 273.0988, found 273.0986; HPLC purity, 95.51percent, tR = 8.66 min.
The chemical industry reduces the impact on the environment during synthesis 2-(Methylamino)acetonitrile hydrochloride. I believe this compound will play a more active role in future production and life.
Reference:
Article; Sosi?, Izidor; Mitrovi?, Ana; ?uri?, Hrvoje; Knez, Damijan; Brodnik ?ugelj, Helena; ?tefane, Bogdan; Kos, Janko; Gobec, Stanislav; Bioorganic and Medicinal Chemistry Letters; vol. 28; 7; (2018); p. 1239 – 1247;,
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