Diphosgene → 4-Bromo-2-ethoxycarbonyl-2,3-dihydro-2-methylbenzofuran-7-yl isocyanate

HRID 440710Notes

Reaction equation

HRID 440710 reaction equation
[NH2:1][C:2]1[C:10]2[O:9][C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])([CH3:11])[CH2:7][C:6]=2[C:5]([Br:17])=[CH:4][CH:3]=1.Cl[C:19](OC(Cl)(Cl)Cl)=[O:20]>C1(C)C=CC=CC=1>[Br:17][C:5]1[C:6]2[CH2:7][C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])([CH3:11])[O:9][C:10]=2[C:2]([N:1]=[C:19]=[O:20])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 224047637-Amino-4-bromo-2-ethoxycarbonyl-2,3-dihydro-2-methylbenzofuran

Product 1

HCID 224047664-Bromo-2-ethoxycarbonyl-2,3-dihydro-2-methylbenzofuran-7-yl isocyanateYield 104.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By the method of Example 1, Step F, 1.6 grams (0.005 mole) of 7-amino-4-bromo-2-ethoxycarbonyl-2,3-dihydro-2-methylbenzofuran and 1.0 gram (0.005 mole) of trichloromethyl chloroformate were reacted in 60 mL of toluene, yielding about 1.7 grams of 4-bromo-2-ethoxycarbonyl-2,3-dihydro-2-methylbenzofuran-7-yl isocyanate. The product was taken to the next step without further characterization.

Sources & evidence

ORD record
ord-fe78b072a87f486fb9a83ff9ac23a38b
Source dataset
uspto-grants-1996_05
Patent number
US05521147

Reaction notes

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