Pyridine → HCID 11587138, compound

HRID 1441922Notes

Reaction equation

HRID 1441922 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:12]([N:18]=[C:19]=[O:20])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].N1C=CC=CC=1>O1CCOCC1>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([O:11][C:19](=[O:20])[NH:18][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 113746-HydroxyquinolineHCID 75659Hexyl isocyanate

Product 1

HCID 11587138HCID 11587138, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Mixture of quinolin-6-ol (0.58 g., 4 mmol), hexyl isocyanate (0.698 ml, 4.8 mmol) and of dry pyridine (0.3 ml) in dry dioxane (10 ml) was heated at 100° C. with stirring for 3 hours. Reaction mixture was concentrated under vaccum, the residue was titurated with water (1 ml) and crystallised with ether to give 1a; yield: 0.75 g. (68.93%).

Workup

  1. customReaction mixture
  2. concentrationwas concentrated under vaccum
  3. customcrystallised with ether

Sources & evidence

ORD record
ord-13592d4bf8c044b58f41d9979524a373
Source dataset
uspto-grants-2010_02
Patent number
US07655801B2

Reaction notes

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