Thionyl Chloride → HCID 86754157, compound

HRID 580888Notes

Reaction equation

HRID 580888 reaction equation
[CH2:1]([O:8][NH:9][C:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>>[ClH:20].[CH2:1]([O:8][N:9]=[C:10]([Cl:20])[C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 11172213HCID 11172213, compound

Product 1

HCID 86754157HCID 86754157, compoundYield 62%

Procedure

2.38 g (10 mmoles) of N-(benzyloxy)nicotinamide (Beilstein 22/V, page 120) are boiled under reflux in 20 ml of thionyl chloride for 2 hours. After distilling off the excess thionyl chloride, the residue is crystallized from isopropanol to give 1.75 g (62%) of the desired product, the physical characteristics of which are identical to those of the product prepared by method A).

Workup

  1. distillationAfter distilling off the excess thionyl chloride
  2. customthe residue is crystallized from isopropanol

Sources & evidence

ORD record
ord-bf4b33f726d840a08d13189cf69d1b64
Source dataset
uspto-grants-1999_07
Patent number
US05919796

Reaction notes

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