5-Chloroisatoic anhydride → HCID 478575, compound

HRID 1756568Notes

Reaction equation

HRID 1756568 reaction equation
[Cl:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9][C:10](=[O:12])[NH:11][C:5]2=[CH:4][CH:3]=1)=O.Cl[C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[NH:20][C:19](=O)C2=O.FC1C=C2C(=CC=1)NC(=O)C2=O>>[Cl:1][C:2]1[CH:13]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]1[C:19](=[N:20][C:21]3[C:22]([C:10]1=[O:12])=[CH:23][CH:15]=[CH:16][CH:17]=3)[C:7]2=[O:9]

Participants

4

Reactant 3

HCID 784805-Chloroisatoic anhydrideHCID 872035-chloro-1H-indole-2,3-dioneHCID 2365665-Fluoroisatin

Product 1

HCID 478575HCID 478575, compound

Procedure

Using the procedure in Example 12 and substituting isatoic anhydride for 5-chloroisatoic anhydride and 5-chloroisatin for 5-fluoroisatin gave the title compound in 39% crude yield: mp 295°-296° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.46-8.53 (m, 1H), 8.33 (d, 1H), 7.96 (d, 2H), 7.69-7.84 (m, 3H); MS (M+H)+ 283.

Sources & evidence

ORD record
ord-847f56460de84e28867a6e107e7ba994
Source dataset
uspto-grants-1995_08
Patent number
US05441955

Reaction notes

Loading…