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Ammonia → HCID 18537461, 화합물

HRID 1058469
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HRID 1058469 반응식
[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
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 18672219HCID 18672219, 화합물HCID 86583829HCID 86583829, 화합물

생성물 1

HCID 18537461HCID 18537461, 화합물수율 27%

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

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.

출처 및 근거

ORD 기록
ord-e469b0c60c4f4140922bece0f6371b4a
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06515002B2

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