2-Chloro-4-nitrobenzoic acid → HCID 18465930, compound

HRID 2230249Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[N+:14]([CH2:16][C:17]([O:19][CH3:20])=[O:18])#[C-:15]>>[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]1[O:6][CH:15]=[N:14][C:16]=1[C:17]([O:19][CH3:20])=[O:18]

Participants

Reactant 2

HCID 74482-Chloro-4-nitrobenzoic acid2×

HCID 547815Methyl isocyanoacetate

Product 1

HCID 18465930HCID 18465930, compound

Procedure

The procedures of Example 1-(l) were followed, except for replacing the 2-methoxy-4-nitrobenzoic acid with 18.1 g (0.09 g) of 2-chloro-4-nitrobenzoic acid and replacing the ethyl isocyanoacetate with 9.9 g (0.1 mol) of methyl isocyanoacetate, to give 16.2 g (0.057 mol, 63.7% based on the 2-chloro-4-nitrobenzoic acid) of the title compound.

Workup

customto give 16.2 g (0.057 mol, 63.7%

Sources & evidence

ORD record: ord-100dd10ae17942929e5edb34bfcc2418
Source dataset: uspto-grants-2002_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06423849B1

Reaction notes

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