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[ CAS No. 24484-99-9 ]

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2D
Chemical Structure| 24484-99-9
Chemical Structure| 24484-99-9
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Product Details of [ 24484-99-9 ]

CAS No. :24484-99-9MDL No. :MFCD13181778
Formula : C5H5Cl2N3 Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :178.02Pubchem ID :22336077
Synonyms :

Computed Properties of [ 24484-99-9 ]

TPSA : 64.9 H-Bond Acceptor Count : 3
XLogP3 : 1.4 H-Bond Donor Count : 2
SP3 : 0.00 Rotatable Bond Count : 0

Safety of [ 24484-99-9 ]

Signal Word:WarningClassN/A
Precautionary Statements:P280-P305+P351+P338-P310UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24484-99-9 ]

  • Upstream synthesis route of [ 24484-99-9 ]
  • Downstream synthetic route of [ 24484-99-9 ]

[ 24484-99-9 ] Synthesis Path-Upstream   1~2

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  • [ 24484-99-9 ]
YieldReaction ConditionsOperation in experiment
93.47% With hydrogenchloride; iron In water; isopropyl alcohol at 10 - 20℃; for 2.00 h; To a solution of 13.1 (17.5g, 84.l4mmol, 1.0 eq) in Isopropyl alcohol (525mL) was added Iron powder (23.6g, 420 mmol, 5.Oeq) and stirred. To this mixture was added 6N HC1 (7OmL) dropwise at 10°C. The reaction mixture was stirred at r.t. for 2h. After completion of reaction saturated NaHCO3 solution was added to pH 8. Reaction mixture was filtered through celite. Filtrate was extracted with ethyl acetate. Organic layers were combined, washed with brine, dried over Na2504 and concentrated in vacuo to obtain 11.2 (14g, 93.47percent). MS(ES): m/z 178 [M+H]t
89% With iron; ammonium chloride In water; isopropyl alcohol at 70℃; for 2.00 h; b) 4,6-Dichloropyridine-2,3-diamine (A92) To a stirred suspension of 4,6-dichloro-3-nitropyridin-2-amine A91 (0.51 g, 2.5 mmol) in a mixture of water (11 mL) and propan-2-ol (22 mL) was added iron powder (0.68 g, 12 mmol followed by NH4CI (0.64 g, 12.2 mmol) at room temperature and the mixture was then heated to 70 °C for 2 hours. The cooled reaction mixture was filtered through celite and washed with EtOAc (150 mL). The resulting solution was washed with saturated aqueous NaHC03, brine, dried over Na2S04, filtered and evaporated under reduced pressure then dried to give the title compound as light brown crystals (0.39 g, 89percent); H NMR (400 MHz, CDCIs) 5 6.76 (s, 1 H), 4.44 (s, 2H), 3.56 (s, 2H).LCMS-A: rt 5.53 min, m/z (positive ion)178.1 [M+H]+.
Reference: [1] Patent: WO2018/75937, 2018, A1. Location in patent: Paragraph 00317; 00319; 00589
[2] Patent: WO2014/128465, 2014, A1. Location in patent: Page/Page column 102; 103
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Reference: [1] Patent: WO2014/128465, 2014, A1
[2] Patent: WO2018/75937, 2018, A1
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