Thionyl Chloride → HCID 70030496, compound

HRID 433960Notes

Reaction equation

HRID 433960 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C@@H:8]([CH3:11])[CH2:9]O)=[CH:3][CH:2]=1.S(Cl)([Cl:14])=O>ClCCl>[ClH:14].[Cl:14][CH2:9][C@@H:8]([NH:7][C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)[CH3:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 9898883HCID 9898883, compound

Product 1

HCID 70030496HCID 70030496, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-2-(Pyridin-4-ylamino)-propan-1-ol (15 g) in dichloromethane (150 ml) was treated with thionyl chloride (59 g) whilst maintaining the temperature <10° C., and the resultant mixture was stirred at room temperature for 18 h. The reaction mixture was concentrated under reduced pressure to give the title compound as a white solid (20.1 g).

Workup

  1. temperaturewhilst maintaining the temperature <10° C.
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8f525e15127741ada2d4a1529149ac3d
Source dataset
uspto-grants-2003_12
Patent number
US06670381B2

Reaction notes

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