Triethylamine → HCID 58797783, compound

HRID 552046Notes

Reaction equation

HRID 552046 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([OH:13])[CH:9]=2)[N:4]=1)#[N:2].[CH3:14][CH2:15][O:16][P:17](Cl)([O:19][CH2:20][CH3:21])=[O:18].C(N(CC)CC)C>C(Cl)Cl>[P:17]([O:13][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[N:4]=[C:3]([C:1]#[N:2])[CH:12]=[CH:11]2)([O:19][CH2:20][CH3:21])([O:16][CH2:15][CH3:14])=[O:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13139Diethyl chlorophosphateHCID 144295346-Hydroxyquinoline-2-carbonitrile

Product 1

HCID 58797783HCID 58797783, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the mixture of 2-cyano-6-hydroxyquinoline (0.50 g, 2.94 mmol) and diethyl phosphorochloride (0.67 g, 3.53 mmol) in 15 ml of anhydrous methylene chloride was added triethylamine (0.59 g, 5.88 mmol). The resultant mixture was stirred for 5 hours at room temperature. After removal of the solvent, the product was purified by flash chromatography using heptane/ethyl acetate as eluent in a yield of 91%.

Workup

  1. customAfter removal of the solvent
  2. customthe product was purified by flash chromatography

Sources & evidence

ORD record
ord-7ed7d8d825694fe08b48a361980ca1da
Source dataset
uspto-grants-2011_05
Patent number
US07951550B2

Reaction notes

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