4-Chloroisatin → HCID 67380179, compound

HRID 2384996Notes

Reaction equation

[F:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[C:4](=[O:13])[C:5](=[O:12])[NH:6]2.Cl[C:15]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:16]=1[C:17](=O)[C:18](=O)N2>>[C:16]1([CH:17]([C:18]2[CH:9]=[CH:10][CH:2]=[CH:3][CH:4]=2)[N:6]2[C:7]3[C:3](=[C:2]([F:1])[CH:10]=[CH:9][C:8]=3[CH3:11])[C:4](=[O:13])[C:5]2=[O:12])[CH:20]=[CH:21][CH:22]=[CH:23][CH:15]=1

Participants

Reactant 2

HCID 960474-Chloroisatin

HCID 167912144-Fluoro-7-methyl-1H-indole-2,3-dione

Product 1

HCID 67380179HCID 67380179, compound

Procedure

Following the procedure as described in PREPARATION 4A, and making non-critical variations using 4-fluoro-7-methyl-1H-indole-2,3-dione (Cassebaum, J. Prakt. Chem. (1960) 12:91-92) to replace 4-chloro-1H-indole-2,3-dione, 1-(diphenylmethyl)-4-fluoro-7-methyl-1H-indole-2,3-dione was obtained (45%) as a brown solid: 1H NMR (300 MHz, CDCl3) δ7.38-7.27 (m, 11H), 6.81 (s, 1H), 6.71 (dd, J=8.3, 8.3 Hz, 1H), 2.27 (s, 3H); MS (ES+) m/z 367.7 (M+23).

Sources & evidence

ORD record: ord-194946a7b2e84fc69c94b522b2026320
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263606B2

Reaction notes

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