Thionyl Chloride → HCID 178492968, compound

HRID 2218426Notes

Reaction equation

HRID 2218426 reaction equation
[Cl:1][C:2]1[C:3]([O:21][CH3:22])=[C:4]2[N:10]=[C:9]([C:11]3[CH:20]=[CH:19][C:14]([O:15][CH2:16][CH2:17]O)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1.O=S(Cl)[Cl:25]>>[Cl:1][C:2]1[C:3]([O:21][CH3:22])=[C:4]2[N:10]=[C:9]([C:11]3[CH:20]=[CH:19][C:14]([O:15][CH2:16][CH2:17][Cl:25])=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 178492971HCID 178492971, compound

Product 1

HCID 178492968HCID 178492968, compound

Procedure

2-[4-(6-Chloro-7-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)phenoxy]ethanol (0.26 g, 0.8 mmol) was dissolved in SOCl2 (10 ml). The reaction mixture was refluxed for 3 h, after which the excess SOCl2 was removed by evaporation. Repetitive co-evaporation with toluene yielded pure title compound (0.275 g, 100%).

Workup

  1. temperatureThe reaction mixture was refluxed for 3 h
  2. customafter which the excess SOCl2 was removed by evaporation

Sources & evidence

ORD record
ord-0a2999149bd94ae79464dce2b124d3ab
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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