Triphosgene → HCID 22730413, compound

HRID 2085720Notes

Reaction equation

HRID 2085720 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-a61d04907be344a2a5483b16590127d5
Source dataset
uspto-grants-2004_04
Patent number
US06720338B2

Reaction notes

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