Thionyl Chloride → 2-Phenyl-4-benzyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonyl chloride

HRID 880053Notes

Reaction equation

HRID 880053 reaction equation
[C:1]1([N:7]2[C:12](=[O:13])[N:11]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:10](=[O:21])[C:9]([C:22]([OH:24])=O)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:27])=O>>[C:1]1([N:7]2[C:12](=[O:13])[N:11]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:10](=[O:21])[C:9]([C:22]([Cl:27])=[O:24])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 24712450HCID 24712450, compound

Product 1

HCID 866969222-Phenyl-4-benzyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonyl chlorideYield 81%

Procedure

Intermediate k (3.0 g, 0.01 mol) was added to thionyl chloride (10 V/W, 30 mL). The mixture was warmed up under stirring to react under reflux for 6 h. The solvent was evaporated off to produce a clear yellow crystal (2.8 g) in a yield of 81%.

Workup

  1. temperatureThe mixture was warmed up
  2. customto react
  3. temperatureunder reflux for 6 h
  4. customThe solvent was evaporated off

Sources & evidence

ORD record
ord-63989251461248649e5d47b34587d1e7
Source dataset
uspto-grants-2015_03
Patent number
US08993566B2

Reaction notes

Loading…