Toluene → HCID 68545554, compound

HRID 2245825Notes

Reaction equation

HRID 2245825 reaction equation
[NH2:1][C:2]1[C:13]([CH3:14])=[CH:12][C:11]([Br:15])=[CH:10][C:3]=1[C:4]([NH:6][CH:7]([CH3:9])[CH3:8])=[O:5].[C:16](Cl)(Cl)=[O:17].C1(C)C=CC=CC=1>O1CCOCC1>[Br:15][C:11]1[CH:10]=[C:3]2[C:2](=[C:13]([CH3:14])[CH:12]=1)[NH:1][C:16](=[O:17])[N:6]([CH:7]([CH3:9])[CH3:8])[C:4]2=[O:5]

Participants

5

Reactant 3

HCID 1140TolueneHCID 6371PhosgeneHCID 68549585HCID 68549585, compound

Product 1

HCID 68545554HCID 68545554, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of the anthranilamide of Step F, (1.11 g, 4.1 mmol) in dioxane (20 mL) was added a 2.0 M solution of phosgene in toluene (2.3 mL, 4.6 mmol). The reaction was stirred at room temperature for 1 hour then heated to reflux for 4 hours and cooled to room temperature. The white solids were filtered and dried to afford the title compound (0.89 g).

Workup

  1. temperaturethen heated
  2. temperatureto reflux for 4 hours
  3. temperaturecooled to room temperature
  4. filtrationThe white solids were filtered
  5. customdried

Sources & evidence

ORD record
ord-0e1d31723f4f4210bdc0c45197bc69cf
Source dataset
uspto-grants-2010_03
Patent number
US07683201B2

Reaction notes

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