Triphosgene → HCID 71477443, compound

HRID 527143Notes

Reaction equation

HRID 527143 reaction equation
[NH2:1][C:2]1([C:13]2[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][C:14]=2[O:22][CH3:23])[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:12].Cl[C:25](Cl)([O:27][C:28](=O)[O:29]C(Cl)(Cl)Cl)Cl>C1COCC1>[CH:19]([C:16]1[CH:17]=[CH:18][C:13]([C:2]2([NH:1][C:28](=[O:29])[O:27][CH3:25])[C:10](=[O:11])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:12])=[C:14]([O:22][CH3:23])[CH:15]=1)([CH3:21])[CH3:20]

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 86717345HCID 86717345, compound

Product 1

HCID 71477443HCID 71477443, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-amino-2-(4-isopropyl-2-methoxyphenyl)-2H-inden-1,3-dione (0.50 g, 1.62 mmol) in anhydrous THF (10 ml) was added triphosgene (0.21 g, 0.71 mmol) and stirred for 30 min. The reaction mixture was concentrated and was dissolved in methanol (6 mL) and was stirred for 2 hrs and was concentrated to afford the title compound (220 mg, 93%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionwas dissolved in methanol (6 mL)
  3. stirringwas stirred for 2 hrs
  4. concentrationwas concentrated

Sources & evidence

ORD record
ord-388b0917f29743308fc08af9c7b00f35
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

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