Bromine → 9-Bromo-1-(4-fluoro-phenyl)-2-methyl-1,4-dihydro-2H-3-thia-2,4,5-triaza-phenanthrene 3,3-dioxide

HRID 513680Notes

Reaction equation

[Br:1]Br.[F:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:23]3[CH:22]=[CH:21][C:20]4[C:15](=[N:16][CH:17]=[CH:18][CH:19]=4)[C:14]=3[NH:13][S:12](=[O:25])(=[O:24])[N:11]2[CH3:26])=[CH:6][CH:5]=1>O1CCOCC1.C(Cl)(Cl)Cl>[Br:1][C:21]1[C:20]2[C:15]([C:14]3[NH:13][S:12](=[O:25])(=[O:24])[N:11]([CH3:26])[CH:10]([C:7]4[CH:8]=[CH:9][C:4]([F:3])=[CH:5][CH:6]=4)[C:23]=3[CH:22]=1)=[N:16][CH:17]=[CH:18][CH:19]=2

Participants

Conditions

Temperature: 0 °C

Procedure

Bromine (7.48 μl, 0.15 mmol) was added to a solution of 1-(4-fluoro-phenyl)-2-methyl-1,4-dihydro-2H-3-thia-2,4,5-triaza-phenanthrene 3,3-dioxide 382 (50 mg, 0.15 mmol) in dioxane:chloroform (1:1, 4 ml) at 0° C. and the mixture was stirred at 0° C. for 1 h. The resulting precipitate was collected by filtration and dried. The resulting solid was triturated from MeOH to give the title compound (17 mg, 28%).

Workup

filtrationThe resulting precipitate was collected by filtration
customdried
customThe resulting solid was triturated from MeOH

Sources & evidence

ORD record: ord-bcbfa5793fd34e23ade4adb3cc2077ba
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09102688B2

Reaction notes

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