Thionyl Chloride → HCID 20340826, compound

HRID 1395282Notes

Reaction equation

HRID 1395282 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[CH2:13]O.S(Cl)([Cl:17])=O>>[Cl:17][CH2:13][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:2]=1[Cl:1])=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=2

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 20340829HCID 20340829, compound

Product 1

HCID 20340826HCID 20340826, compound

Procedure

11.4 g. of 4,6-dichloroquinoline-3-methanol (0.05 mol.) are added in portions to 150 ml. of thionyl chloride. The reaction mixture is allowed to stand for 24 hours at room temperature. Then the solution is filtered and the excess thionyl chloride removed by a rotary evaporator. The residue is triturated with water, filtered off, washed again with water and dried in a desiccator over P2O5 to obtain 3-chloromethyl-4,6-dichloroquinoline; yield: 11.5 g. (93.5%); m.p. 102°-105°. Recrystallization from cyclohexane does not change the melting point.

Workup

  1. filtrationThen the solution is filtered
  2. customthe excess thionyl chloride removed by a rotary evaporator
  3. customThe residue is triturated with water
  4. filtrationfiltered off
  5. washwashed again with water
  6. dry with materialdried in a desiccator over P2O5

Sources & evidence

ORD record
ord-b0be73cef6d947a8a692b7f493874768
Source dataset
uspto-grants-1980_05
Patent number
US04202985

Reaction notes

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