Phosphorus oxychloride → HCID 269162, compound

HRID 1892278Notes

Reaction equation

HRID 1892278 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[CH:9][C:10]=2[CH3:12])[N:5]=[C:4](O)[CH:3]=1.O=P(Cl)(Cl)[Cl:17]>C1(C)C=CC=CC=1>[Cl:17][C:4]1[CH:3]=[C:2]([CH3:1])[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[CH:9][C:10]=2[CH3:12])[N:5]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178424527HCID 178424527, compound

Product 1

HCID 269162HCID 269162, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 4,5,8-trimethylquinolin-2-ol (2.40 g, 12.8 mmol) and 1.4 mL (1.2 eq) of POCl3 in toluene was reacted as outlined in Scheme 1 above to yield the desired title compound (2.2 g, 85%). Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ ppm 2.68 (s, 3 H) 2.82 (s, 3 H) 2.85 (s, 3 H) 7.12 (s, 1 H) 7.18 (d, J=7.33 Hz, 1 H) 7.39 (d, 1 H).

Sources & evidence

ORD record
ord-7d9c4167135243659dea219370869513
Source dataset
uspto-grants-2013_08
Patent number
US08507682B2

Reaction notes

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