Phosphorus oxychloride → HCID 17954545, compound

HRID 859989Notes

Reaction equation

HRID 859989 reaction equation
O[C:2]1[CH:11]=[C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.O=P(Cl)(Cl)[Cl:23]>>[Cl:23][C:2]1[CH:11]=[C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178516418HCID 178516418, compound

Product 1

HCID 17954545HCID 17954545, compoundYield 68%

Procedure

Prepared using general procedure 3; 2-Hydroxy-4-(3,4-dichlorophenyl)aminoquinoline (1.5 g, 4.9 mmol) and 9.2 mL of POCl3 were heated to 120° C. for 4 h. Isolation afforded 1.075 g of material (3.32 mmol, 68%). 1H NMR (300 MHz, DMSO): 9.61(s, 1H), 8.40(d, 1H, J=8.07 Hz), 7.82(m, 2H), 7.65(m, 3H), 7.45(dd, 1H, J=8.68, 2.63 Hz), 6.87(s, 1H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1905b0320b934f8493ef99a4a5799bb2
Source dataset
uspto-grants-2006_12
Patent number
US07153865B2

Reaction notes

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