Triphosgene → HCID 178518411, compound

HRID 1093293Notes

Reaction equation

HRID 1093293 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([NH2:9])=[O:8].Cl[C:11](Cl)([O:13]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCOCC1>[N:1]1[C:2]2[CH:6]=[CH:5][S:4][C:3]=2[C:7]([OH:8])=[N:9][C:11]=1[OH:13]

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 5189933-Aminothiophene-2-carboxamide

Product 1

HCID 178518411HCID 178518411, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

50 mg (0.35 mmol) 3-amino-thiophene-2-carboxamide is dissolved in 3 mL dioxane. 52 mg (0.175 mmol, 0.5 eq) triphosgene is added and the mixture is heated at 80 C. After 30 min, TLC and LCMS indicate that the reaction is complete. The mixture is cooled down to RT and the resulting white precipitate is collected and washed with diethyl ether. Yield: 46 mg (0.27 mmol, 78%).

Workup

  1. temperaturethe mixture is heated at 80 C
  2. customthe resulting white precipitate is collected
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-fb113bba54c44306a2c73df8043c562f
Source dataset
uspto-grants-2012_03
Patent number
US08129371B2

Reaction notes

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