Diphosgene → 4-Chloro-2,3-dihydro-2,2-dimethylbenzofuran-3-on-7-yl isocyanate

HRID 440659Notes

Reaction equation

HRID 440659 reaction equation
[NH2:1][C:2]1[C:10]2[O:9][C:8]([CH3:12])([CH3:11])[C:7](=[O:13])[C:6]=2[C:5]([Cl:14])=[CH:4][CH:3]=1.Cl[C:16](OC(Cl)(Cl)Cl)=[O:17]>C1(C)C=CC=CC=1>[Cl:14][C:5]1[C:6]2[C:7](=[O:13])[C:8]([CH3:11])([CH3:12])[O:9][C:10]=2[C:2]([N:1]=[C:16]=[O:17])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 224047237-Amino-4-chloro-2,3-dihydro-2,2-dimethylbenzofuran-3-one

Product 1

HCID 224047414-Chloro-2,3-dihydro-2,2-dimethylbenzofuran-3-on-7-yl isocyanateYield 99.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By the method of Example 1, Step F, 2.70 g (0.012 mole) of 7-amino-4-chloro-2,3-dihydro-2,2-dimethylbenzofuran-3-one was reacted with 2.37 g (0.012 mole) of trichloromethyl chloroformate in toluene, yielding 2.85 g of 4-chloro-2,3-dihydro-2,2-dimethylbenzofuran-3-on-7-yl isocyanate.

Sources & evidence

ORD record
ord-a8554d852adb4901b088f9e5abbdd9b3
Source dataset
uspto-grants-1996_05
Patent number
US05521147

Reaction notes

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