Synthetic Route of 20781-06-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde, molecular formula is C5H6N4O, molecular weight is 138.1273, as common compound, the synthetic route is as follows.
General procedure: A mixture of 2-(benzo[d] thiazol-20-yl)acetonitrile 4 (1.0 mmol,0.17 g) and pyrimidine aldehyde 2 or 8 (1.0 mmol) was stirred at 25 C for 10-15 min in ethanol (10 ml) which contained piperidine (2.0 mmol, 0.2 ml). The reaction was monitored by TLC. The formed solid was filtrated and washed with hexane (2 x 10 ml) to give thecorresponding compounds 5 and 9a-d. 4.4.2.1 (E)-2-(Benzo[d]thiazol-2′-yl)-3-(2″,4″-diaminopyrimidin-5″-yl)acrylonitrile (5) Yellow powder; yield 77%; mp 280 C; IR (KBr, cm-1): 3395, 3307 (br, NH2), 2101 (CN), 2733 (C-H aliphatic), 1565 (C=C); 1H-NMR [DMSO-d6, 400 MHz]: (delta, ppm) 6.86-6.88 (bs, 2H, NH2, exchangeable with D2O), 7.47 (t, 1H, H5-benzothiazole, J = 8.0 Hz), 7.55 (t, 1H, H6-benzothiazole, J = 8.0 Hz), 8.05 (d, 1H, H4-benzothiazole, J = 8.0 Hz), 8.11 (d, 1H, H7-benzothiazole, J = 8.0 Hz), 8.30 (brs, 2H, NH2, exchangeable with D2O), 8.52 (s, 1H, H6-pyrimidine), 8.87 (olefinic H); 13C-NMR [DMSO-d6, 100 MHz]: (delta, ppm) 106.4 (C5-pyrimidine), 110.1 (C2′), 112.2 (CN), 122.3 (C7-benzothiazole), 133.3 (C4-benzothiazole), 139.9 (C5-benzothiazole), 139.9 (C6-benzothiazole), 153.1 (C3’a-benzothiazole), 160.0 (C6-pyrimidine), 161.5 (C3’b-benzothiazole), 162.9 (olefinic C), 164.5 (C4-pyrimidine), 164.8 (C2-benzothiazole), 167.1 (C2-pyrimidine); Anal. Calcd for C14H10N6S: C, 57.13; H, 3.42; N, 28.55; S, 10.89; Found: C, 57.18; H, 3.33; N, 28.63; S, 10.96; Anal. Calcd for C14H10N6S·2HBr: C, 36.86; H, 2.65; N, 18.42; S, 7.03; Found: C, 37.05; H, 2.45; N, 18.44; S, 7.05.
The chemical industry reduces the impact on the environment during synthesis 20781-06-0, I believe this compound will play a more active role in future production and life.
Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia