Oxalyl chloride → Methyl 4-(isocyanatocarbonyl)-2-methoxybenzoate

HRID 59318Notes

Reaction equation

HRID 59318 reaction equation
[C:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([O:14][CH3:15])[CH:5]=1)(=[O:3])[NH2:2].C(Cl)(=O)[C:17](Cl)=[O:18]>C(Cl)CCl>[N:2]([C:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([O:14][CH3:15])[CH:5]=1)=[O:3])=[C:17]=[O:18]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 90019463Methyl 4-carbamoyl-2-methoxybenzoate

Product 1

HCID 90019300Methyl 4-(isocyanatocarbonyl)-2-methoxybenzoateYield 63.6%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared according to the procedure described in step-2 of Intermediate-8 by using methyl 4-carbamoyl-2-methoxybenzoate (1.4 g, 6.69 mmol), oxalyl chloride (0.72 mL, 8.03 mmol) and EDC (10 mL) to afford 1.00 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-dfe4acc816ba4c0184b7bad8759704d6
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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