Thionyl Chloride → HCID 67542708, compound

HRID 389060Notes

Reaction equation

HRID 389060 reaction equation
S(Cl)([Cl:3])=O.[NH2:5][C:6]1[C:15]2[N:16]=[C:17]([CH2:19]O)[S:18][C:14]=2[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:7]=1>ClCCCl>[ClH:3].[Cl:3][CH2:19][C:17]1[S:18][C:14]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]=[C:6]([NH2:5])[C:15]=2[N:16]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22648246HCID 22648246, compound

Product 1

HCID 67542708HCID 67542708, compoundYield 165.4%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Thionyl chloride (4.92 mL, 67.6 mmol) was added to a suspension of (4-amino[1,3]thiazolo[4,5-c]quinolin-2-yl)methanol (13 g, 56 mmol) in 1,2-dichloroethane (300 mL), and the reaction was heated at reflux for two hours and then concentrated under reduced pressure to provide 16 g of 2-(chloromethyl)[1,3]thiazolo[4,5-c]quinolin-4-amine hydrochloride as a yellow solid.

Workup

  1. temperaturethe reaction was heated
  2. temperatureat reflux for two hours
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-dad9786916a549a2b46431d46b5535b4
Source dataset
uspto-grants-2013_02
Patent number
US08378102B2

Reaction notes

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