Thionyl Chloride → 1523194-36-6

HRID 633767Notes

Reaction equation

HRID 633767 reaction equation
[N:1]1[C:10]2[C:5](=[C:6]([CH2:11]O)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:15])=O>C(OCC)C>[ClH:15].[Cl:15][CH2:11][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[CH:4]=[CH:3][CH:2]=[N:1]2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 823080(Quinolin-5-yl)methanol

Product 1

HCID 681824831523194-36-6

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 190 mg (1.19 mmol) of quinolin-5-ylmethanol in 5 ml of thionyl chloride is stirred for 10 minutes at room temperature and then refluxed for 2 hours. The reaction mixture is evaporated, the solid obtained is taken up in ethyl ether and the solution is filtered, washed with ethyl ether and dried to give 255 mg of 5-chloromethylquinoline hydrochloride, corresponding to the following characteristics:

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe reaction mixture is evaporated
  3. customthe solid obtained
  4. filtrationthe solution is filtered
  5. washwashed with ethyl ether
  6. customdried

Sources & evidence

ORD record
ord-a9f4d3be004245d896f486396d1a8918
Source dataset
uspto-grants-2016_04
Patent number
US09321790B2

Reaction notes

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