Thionyl Chloride → HCID 68089154, compound

HRID 1615683Notes

Reaction equation

HRID 1615683 reaction equation
[CH3:1][C:2]1[N:6]2[CH:7]=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][CH2:13][C:14]=3[C:5]2=[N:4][C:3]=1[CH2:15]O.S(Cl)([Cl:19])=O>C(Cl)Cl>[Cl:19][CH2:15][C:3]1[N:4]=[C:5]2[C:14]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[CH:8]=[CH:7][N:6]2[C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68089359HCID 68089359, compound

Product 1

HCID 68089154HCID 68089154, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The crude product of (3-methyl-7,8,9,10-tetrahydroimidazo[2,1-a]isoquinolin-2-yl)methanol (200 mg) was dissolved in 5 mL of DCM. To the mixture was added thionyl chloride (0.5 mL) at 0° C. The mixture was stirred overnight at room temperature. After removal of the solvent, the residue was dried under vacuum to give 2-(chloromethyl)-3-methyl-7,8,9,10-tetrahydroimidazo[2,1-a]isoquinoline (200 mg). ESI MS: m/z 235 [M+H]+.

Workup

  1. customAfter removal of the solvent
  2. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-31280070631a434e954d0de4d5eb1e41
Source dataset
uspto-grants-2014_07
Patent number
US08765760B2

Reaction notes

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