2-Naphthoyl chloride → HCID 21698921, compound

HRID 1597187Notes

Reaction equation

HRID 1597187 reaction equation
[NH2:1][C:2]1[C:7]2[N:8]([CH3:13])[C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[C:4]([F:14])[C:3]=1[N:15]1[C:23](=[O:24])[C:22]2[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=2[C:16]1=[O:25].[CH:26]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=[CH:28][C:27]=1[C:36](Cl)=[O:37]>O1CCOCC1>[CH:26]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=[CH:28][C:27]=1[C:36]([NH:1][C:2]1[C:7]2[N:8]([CH3:13])[C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[C:4]([F:14])[C:3]=1[N:15]1[C:16](=[O:25])[C:17]2[CH2:18][CH2:19][CH2:20][CH2:21][C:22]=2[C:23]1=[O:24])=[O:37]

Participants

4

Reactant 2

HCID 752462-Naphthoyl chlorideHCID 21698920HCID 21698920, compound

Product 1

HCID 21698921HCID 21698921, compoundYield 34.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-[5-Amino-7-fluoro-4-methyl-2H-1,4-benzoxazine-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (0.3 g) and 2-naphthoyl chloride (0.19 g) were dissolved in anhydrous dioxane (10 ml) and the solution refluxed for 2 hr. Solvent was evaporated and the residue subjected to column chromatography on silica gel in hexane-ethyl acetate (6:4) to furnish the title compound (0.15 g).

Workup

  1. temperaturethe solution refluxed for 2 hr
  2. customSolvent was evaporated

Sources & evidence

ORD record
ord-0979e81beadb442db63a29f3e2b60726
Source dataset
uspto-grants-2001_09
Patent number
US06294503B1

Reaction notes

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