Ammonia → HCID 18537461、化合物
反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[NH:11][C:12]1[S:13][CH:14]=[C:15]([C:17]2[CH:18]=[C:19]([C:25]([NH2:27])=[NH:26])[S:20][C:21]=2[S:22][CH2:23]C)[N:16]=1.Br.COC1C=CC(OC)=CC=1NC1SC=C(C2C=C(C(OC)=S)SC=2C)N=1.N>CO.C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[NH:11][C:12]1[S:13][CH:14]=[C:15]([C:17]2[CH:18]=[C:19]([C:25]([NH2:27])=[NH:26])[S:20][C:21]=2[S:22][CH3:23])[N:16]=1参加物
5
実験手順
4-{2-[(2,5-Dimethoxyphenyl)amino](1,3-thiazol-4-yl)}-5-ethylthiothiophene-2-carboxamidine: Methyl 4-{2-[(2,5-dimethoxyphenyl)amino]-(1,3-thiazol-4-yl)}-5-methylthiothiophene-2-carboxylate hydrobromide (45.5 mg, 0.09 mmol) was treated as described in Example 154, step (b), followed by preparative thin layer chromatography (500 μm silica gel plate, J. T. Baker, Phillipsburg, N.J., 10%-methanol-CH2Cl2-sat'd. NH3 eluent) to give 9.9 mg (27% yield of 4-{2-[(2,5-dimethoxyphenyl)amino](1,3-thiazol-4-yl)}-5-methylthiothiophene-2-carboxamidine. 1H NMR (DMSO-d6, 300 MHz) δ 2.60 (s, 3H), 3.73 (s, 3H), 3.81 (s, 3H), 6.48 (dd, 1H, J=3.1, 8.8 Hz), 6.92 (d, 1H, J=7.9 Hz), 7.05 (s, 1H), 7.5 (bs, 2H), 8.04 (s, 1H), 8.34 (d, 1H, J=1.0 Hz), 9.6 (bs, 1H); Mass Spectrum (ESI) m/z calcd. for C17H18N4O2S3, 406.55 (M+H), found 407.1.