Ethyl isocyanate → HCID 22632998, compound

HRID 2416829Notes

Reaction equation

HRID 2416829 reaction equation
[CH2:1]([O:8][NH:9][C:10]([C:12]1[C:13](Cl)=[N:14][C:15]([Cl:19])=[C:16]([F:18])[CH:17]=1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH2:23]([N:25]=[C:26]=[O:27])[CH3:24]>CC(N(C)C)=O>[CH2:1]([O:8][N:9]1[C:10](=[O:11])[C:12]2[CH:17]=[C:16]([F:18])[C:15]([Cl:19])=[N:14][C:13]=2[N:25]([CH2:23][CH3:24])[C:26]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 24758Sodium hydrideHCID 22632919HCID 22632919, compound

Product 1

HCID 22632998HCID 22632998, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Using the General Method 5, the reaction of N-benzyloxy-2,6-dichloro-5-fluoro-3-pyridinecarboxamide (Example M-2, 2.00 g, 6.34 mmol) and 60% NaH in oil (380 mg, 9.52 mmol) with ethyl isocyanate (2.0 mL, 25.36 mmol) in DMA afforded 1.725 g of the title compound as a solid, mp 156-157° C.

Sources & evidence

ORD record
ord-8e57c33d49a84b12a23ddae155f356c3
Source dataset
uspto-grants-2004_11
Patent number
US06825199B2

Reaction notes

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