Isatin → HCID 478656, compound

HRID 1756579Notes

Reaction equation

HRID 1756579 reaction equation
NC1N=CC=CC=1C(O)=O.[F:11][C:12]1[CH:13]=[C:14]2[C:18](=[C:19]([F:21])[CH:20]=1)[NH:17][C:16](=O)[C:15]2=[O:23].[NH:24]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:27](=[O:28])C1=O>>[F:11][C:12]1[CH:13]=[C:14]2[C:18](=[C:19]([F:21])[CH:20]=1)[N:17]1[C:16](=[N:24][C:34]3[C:29]([C:27]1=[O:28])=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:15]2=[O:23]

Participants

4

Reactant 3

HCID 7054IsatinHCID 729302-Aminonicotinic acidHCID 167946715,7-Difluoro-1H-indole-2,3-dione

Product 1

HCID 478656HCID 478656, compoundYield 4.7%

Procedure

Using the procedure in Example 56 and substituting 2-aminobenzoic acid for 2-aminonicotinic acid and 5,7-difluoroisatin from Example 3 for isatin gave the title compound in 4.7% yield: mp 287°-290° C,; 1H NMR (300 MHz, CDCl3) δ 8.47 (d, 1H) 8.02 (d, 1H) 7.84-7.92 (m, 1H) 7.66-7.76 (m, 1H) 7.48-7.54 (m, 1H) 7.30-7.40 (m, 1H).

Sources & evidence

ORD record
ord-49995c01cdf740de84878c2b86594f10
Source dataset
uspto-grants-1995_08
Patent number
US05441955

Reaction notes

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