Triphosgene → 5,6-Dimethoxyisatoic anhydride

HRID 557149Notes

Reaction equation

HRID 557149 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([O:11][CH3:12])[C:5]([O:13][CH3:14])=[CH:4][CH:3]=1.Cl[C:16](Cl)([O:18]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCCC1>[CH3:12][O:11][C:6]1[C:7]2[C:8](=[O:10])[O:9][C:16](=[O:18])[NH:1][C:2]=2[CH:3]=[CH:4][C:5]=1[O:13][CH3:14]

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 117455906-Amino-2,3-dimethoxybenzoic acid

Product 1

HCID 127623805,6-Dimethoxyisatoic anhydride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10.0 g (50.7 mmol) 6-Amino-2,3-dimethoxy-benzoic acid were dissolved in 150 ml tetrahydrofuran, 6.52 g (22.0 mmol) triphosgene were added and the solution was refluxed for 3 h. After pouring on 400 ml of a ice/water mixture the precipitate was filtrated and rinsed with water and methanol.

Workup

  1. temperaturethe solution was refluxed for 3 h
  2. filtrationwas filtrated
  3. washrinsed with water and methanol

Sources & evidence

ORD record
ord-7c2639eeec404c40a486bcc56b86cecf
Source dataset
uspto-grants-2011_11
Patent number
US08058431B2

Reaction notes

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