Thionyl Chloride → 103949-55-9

HRID 1655204Notes

Reaction equation

HRID 1655204 reaction equation
[Br:1][C:2]1[C:3]([NH2:10])=[CH:4][C:5]([CH2:8]O)=[N:6][CH:7]=1.S(Cl)([Cl:13])=O>C(Cl)(Cl)Cl>[ClH:13].[Br:1][C:2]1[C:3]([NH2:10])=[CH:4][C:5]([CH2:8][Cl:13])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 17992217HCID 17992217, compound

Product 1

HCID 17992212103949-55-9

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

5 -Bromo-4 -amino-2 -hydroxymethylpyridine (0.60 g, 0.003 M) in chloroform (15 ml) was cooled to -10 ° and thionyl chloride (0.64 ml, 1.05 g, 0.0089 M) in chloroform (5 ml) added dropwise over 20 minutes so that the temperature of the reaction mixture did not rise above -10°. The reaction mixture was stirred for 1 hour at -10 ° and then allowed to warm to room temperature and stirred for 21 hours (if the reaction is not complete at this stage, further portions of thionyl chloride can be added (at -10 °), followed by reflux if necessary).

Workup

  1. customdid not rise above -10°
  2. stirringstirred for 21 hours (if the reaction
  3. additioncan be added (at -10 °)
  4. temperatureby reflux if necessary)

Sources & evidence

ORD record
ord-1470f9b593de4137ba67645b6e7f5b0c
Source dataset
uspto-grants-1993_10
Patent number
US05250527

Reaction notes

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