Triphosgene → HCID 22730413, compound

HRID 2356052Notes

Reaction equation

HRID 2356052 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:13])[C:5]([NH:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:6][CH:7]=1.Cl[C:15](Cl)([O:17]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCOCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[N:8]([CH2:9][CH2:10][CH2:11][CH3:12])[C:15](=[O:17])[NH:13][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 28903252HCID 28903252, compound

Product 1

HCID 22730413HCID 22730413, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of Example 166B (1.36 g, 5.59 mmol) and triphosgene (582 mg, 1.96 mmol) in dioxane was heated to reflux for 16 hours and concentrated. The concentrate was purified by flash column chromatography on silica gel with 30% ethyl acetate/hexanes to provide the desired product.

Workup

  1. temperatureto reflux for 16 hours
  2. concentrationconcentrated
  3. customThe concentrate was purified by flash column chromatography on silica gel with 30% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-fdb08cdcb15443f2a806898207461951
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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