3,5-Dichloropyridine-2,4-diol synthesis
- Product Name:3,5-Dichloropyridine-2,4-diol
- CAS Number:103792-80-9
- Molecular formula:C5H3Cl2NO2
- Molecular Weight:179.99
847550-92-9
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Yield:103792-80-9 90%
Reaction Conditions:
with hydrogenchloride;water at 70; for 6 h;
Steps:
Synthesis of 3,5-dichloro-2,4-dihydroxypyridine (6)
Compound 5(10.0 g, 48.0 mmol) and 3 M hydrochloric acid (50 mL) were added to areaction flask. The reaction mixture was heated for 6 h at 70 °C and then cooled to room temperature to precipitate compound 6. The precipitate was collected, washed with water (70 mL) and oven-dried to afford 6 as a colourless solid: Yield 7.8 g (90%); m.p. 298-301 °C (lit.13 298-303 °C);1H NMR (400 MHz, DMSO-d6): δ 7.61 (s, 1H), 11.89 (br, 2H); 13C NMR(100 MHz, DMSO-d6): δ 158.6, 158.4, 131.9, 106.2, 105.0; LRMS (ESI)m/z (%): 180 (100) [M (35Cl2) + 1]+, 182 (65) [M (35Cl, 37Cl) + 1]+, 184 (12)[M (37Cl2) + 1]+; HRMS (ESI) m/z calcd for C5H435Cl2NO2: [M + H]+:179.9614; found: 179.9612; calcd for C5H435Cl37ClNO2: [M + H]+: 181.9585;found 181.9582; calcd for C5H537Cl2NO2: [M + H]+: 183.9557; found:183.9559
References:
Li, Xiao-Lin;Zhu, Hao-Ting;Zhan, Li;Liu, Ting;Cheng, Guang;Liu, Ning;Yu, Shan-Bao;Li, Hui;Luo, Yu;Yang, Fan;Tang, Jie [Journal of Chemical Research,2018,vol. 42,# 1,p. 33 - 34]
2808-86-8
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26452-80-2
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18677-43-5
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103792-81-0
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