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Home > Encyclopedia > 5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE

5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE

5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE structure

5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE 

structure
  • CAS No:

    887707-23-5

  • Formula:

    C6H3F3INO

  • Chemical Name:

    5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE

  • Synonyms:

    5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE;5-iodo-3-(trifluoromethyl)pyridin-2-ol;2-Hydroxy-5-Iodo-3-(trifluoromethyl)pyridine;5-Iodo-2-hydroxy-3-(trifluoroMethyl)pyridine;5-iodo-3-(trifluoroMethyl)pyridin-2(1H)-one;5-Iodo-3-trifluoroMethyl-1H-pyridin-2-one;3-(trifluoromethyl)-5-iodopyridin-2-ol

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE Basic Attributes

289

288.921143

DTXSID20468007

Characteristics

32.86000

1.99830

2.1±0.1 g/cm3

145-147℃

249℃

105℃

1.559

Safety Information

IRRITANT

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

5-IODO-3-(TRIFLUOROMETHYL)-2(1H)-PYRIDINONE Use and Manufacturing

5-iodo-3-trifluoromethyl-2-pyridinol C 80asolution of 2- hydroxy-3- (trifluoromethyl) pyridine C in a mixture of N-iodosuccinimide (NIS), acetonitrile and dimethyl formamide (DMF) was heated for2 hours at 80 , and 2- hydroxy-3 - trifluoromethyl-5- (iodo) pyridine I (yield of 80percentgreater) is formed.A solution of 2-hydroxy-3-(trifluoromethyl)pyridine C in a mixture of N-iodosuccinimide (NIS), acetonitrile, and dimethylformamide (DMF) is heated at 80° C. for 2 hours to produce 2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine I (greater than 80percent yield). The 2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine I is then mixed with POClStep A. 5-iodo-3-(trifluoromethyl)pyridin-2-ol A mixture of 3-(trifluoromethyl)pyridin-2-ol (3.0 g, 18.5 mmol) and N-iodosuccinimide (4.2 g, 18.5 mmol) in acetonitrile (25 mL) and DMF (25 mL) was heated at 80 °C for 2 hours. After the reaction mixture was cooled to room temperature, water was added and the resulting mixture was extracted with ethyl acetate (70 mL x 2). The extracts were combined, washed with brine (120 mL x 3), dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford 5-iodo-3-(trifluoromethyl)pyridin-2-ol as a yellow solid (4.0 g, 74percent). Step A. 5-iodo-3-(trifluoromethyl)pyridin-2-ol A mixture of 3-(trifluoromethyl)pyridin-2-ol (3.0 g, 18.5 mmol) and N-iodosuccinimide (4.2 g, 18.5 mmol) in CH(0614) A mixture of Compound 37C (0.537 g),

Computed Properties

Molecular Weight:288.99
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:288.92115
Monoisotopic Mass:288.92115
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:279
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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