Triethylamine → HCID 11587138, compound

HRID 1441924Notes

Reaction equation

HRID 1441924 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].C(N(CC)CC)C>CN(C)C=O.O>[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

6

Reactant 3

HCID 8471TriethylamineHCID 113746-HydroxyquinolineHCID 75659Hexyl isocyanate

Product 1

HCID 11587138HCID 11587138, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Mixture of quinolin-6-ol (1.16 g., 8 mmol), hexyl isocyanate (1.37 ml, 9.6 mmol) and of dry triethylamine (0.1 ml) in dry dimethylformamide (1 ml) was heated at 50° C. for 5 hours. Reaction mixture was diluted with water (5 ml), extracted with ethyl acetate (2×5 ml), dried over sodium sulphate. The combined ethyl acetate fractions were concentrated under vaccum and crystallized with ether to give 1a, yield: 1.2 g. (55.14%).

Workup

  1. customReaction mixture
  2. extractionextracted with ethyl acetate (2×5 ml)
  3. dry with materialdried over sodium sulphate
  4. concentrationThe combined ethyl acetate fractions were concentrated under vaccum
  5. customcrystallized with ether

Sources & evidence

ORD record
ord-0737dc4ea79d412892b68b6bd3763441
Source dataset
uspto-grants-2010_02
Patent number
US07655801B2

Reaction notes

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