Thionyl Chloride → HCID 68283255, compound

HRID 1855299Notes

Reaction equation

HRID 1855299 reaction equation
[Br:1][C:2]1[CH:15]=[C:14]2[C:5]([O:6][C:7]3[C:8]([F:24])=[CH:9][C:10]([O:22][CH3:23])=[CH:11][C:12]=3[C:13]2([C:17]2[NH:18][CH:19]=[CH:20][N:21]=2)O)=[CH:4][CH:3]=1.S(Cl)([Cl:27])=O>C1C=CC=CC=1>[Br:1][C:2]1[CH:15]=[C:14]2[C:5]([O:6][C:7]3[C:8]([F:24])=[CH:9][C:10]([O:22][CH3:23])=[CH:11][C:12]=3[C:13]2([C:17]2[NH:18][CH:19]=[CH:20][N:21]=2)[Cl:27])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68283491HCID 68283491, compound

Product 1

HCID 68283255HCID 68283255, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

7-Bromo-4-fluoro-9-(1H-imidazol-2-yl)-2-methoxy-9H-xanthen-9-ol (10 g, 25.6 mmol) was dissolved in 100 ml of benzene and thionyl chloride (18.66 ml, 256 mmol) was added. The solution was refluxed for 4 hours. The reaction was then concentrated to afford 2-(7-bromo-9-chloro-4-fluoro-2-methoxy-9H-xanthen-9-yl)-1H-imidazole (10 g, 24.41 mmol).

Workup

  1. temperatureThe solution was refluxed for 4 hours
  2. concentrationThe reaction was then concentrated

Sources & evidence

ORD record
ord-67bdd89a9cd646aba35db2a8a956b47a
Source dataset
uspto-grants-2015_02
Patent number
US08962859B2

Reaction notes

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