Bromine → 2-Bromo-6-ethyl-5-[(4-methoxy-3-methylphenyl)sulfonyl]-5,6-dihydrophenanthridine

HRID 2181803Notes

Reaction equation

HRID 2181803 reaction equation
[CH2:1]([CH:3]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]1[S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([CH3:28])[CH:21]=1)(=[O:19])=[O:18])[CH3:2].[Br:29]Br>>[Br:29][C:8]1[CH:7]=[CH:6][C:5]2[N:4]([S:17]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([CH3:28])[CH:21]=3)(=[O:19])=[O:18])[CH:3]([CH2:1][CH3:2])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH:9]=1

Participants

3

Reactant 2

HCID 24408BromineHCID 224823036-Ethyl-5-[(4-methoxy-3-methylphenyl)sulfonyl]-5,6-dihydrophenanthridine

Product 1

HCID 224822802-Bromo-6-ethyl-5-[(4-methoxy-3-methylphenyl)sulfonyl]-5,6-dihydrophenanthridine

Procedure

The title compound was prepared from 6-ethyl-5-[(4-methoxy-3-methylphenyl)sulfonyl]-5,6-dihydrophenanthridine and excess bromine according to the procedure and in the same manner as described in Example 19, step a and yielded, after crystallization from a mixture of ethyl acetate-hexane, 2-bromo-6-ethyl-5-[(4-methoxy-3-methylphenyl)sulfonyl]-5,6-dihydrophenanthridine as a colorless, crystalline, solid, which was characterized by LCMS (ES+, FA, CV=5) and 1H NMR;

Workup

  1. customyielded
  2. customafter crystallization
  3. additionfrom a mixture of ethyl acetate-hexane, 2-bromo-6-ethyl-5-[(4-methoxy-3-methylphenyl)sulfonyl]-5,6-dihydrophenanthridine as a colorless, crystalline, solid, which

Sources & evidence

ORD record
ord-4356fc59e7f94ab4aab38896959209f3
Source dataset
uspto-grants-2005_05
Patent number
US06894061B2

Reaction notes

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