Thionyl Chloride → HCID 19013533, compound

HRID 1729091Notes

Reaction equation

HRID 1729091 reaction equation
O[CH2:2][C:3]1[CH:15]=[C:14]2[C:6](=[N:7][C:8]3[C:13]2=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:5][N:4]=1.S(Cl)([Cl:18])=O>>[ClH:18].[Cl:18][CH2:2][C:3]1[CH:15]=[C:14]2[C:6](=[N:7][C:8]3[C:13]2=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:5][N:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 19013494HCID 19013494, compound

Product 1

HCID 19013533HCID 19013533, compoundYield 100%

Procedure

To thionylchoride (50 mL) was added 3-(hydroxymethyl)-1H-β-carboline (2.60 g, 13.12 mmol) and the reaction mixture was refluxed for 1 hour. After cooling down to room temperature the mixture was evaporated in the vacuum and treated with ether (300 mL). The gray solid was collected by filtration, washed with ether and dried in the vacuum to give 3-(chloromethyl)-1H-β-carboline hydrochloride (3.3 g, 100%).

Workup

  1. temperaturethe reaction mixture was refluxed for 1 hour
  2. customwas evaporated in the vacuum
  3. additiontreated with ether (300 mL)
  4. filtrationThe gray solid was collected by filtration
  5. washwashed with ether
  6. customdried in the vacuum

Sources & evidence

ORD record
ord-3723b11e2d914732aa599f1216af0fcc
Source dataset
uspto-grants-1994_07
Patent number
US05331006

Reaction notes

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