Chloroform → 12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

HRID 513789Notes

Reaction equation

HRID 513789 reaction equation
[Br:1]Br.[CH:3]1[C:20]2[C:7](=[C:8]3[C:17](=[CH:18][CH:19]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[S:10](=[O:22])(=[O:21])[NH:9]3)[N:6]=[CH:5][CH:4]=1.C(Cl)(Cl)Cl>O1CCOCC1.C(Cl)(Cl)Cl>[Br:1][C:19]1[CH:18]=[C:17]2[C:8](=[C:7]3[C:20]=1[CH:3]=[CH:4][CH:5]=[N:6]3)[NH:9][S:10](=[O:21])(=[O:22])[C:11]1[C:16]2=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 24408BromineHCID 6591015H-quinolino[8,7-c][1,2]benzothiazine 6,6-dioxide

Product 1

HCID 1675994412-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideYield 64.6%

Reagents, catalysts & solvents 1

HCID 66618785Dioxane chloroformSolvent

Procedure

Bromine (170 μl, 3.30 mmol) was added dropwise to a solution of 5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 184 (467 mg, 1.65 mmol) in 1,4-dioxane/chloroform (1:1, 124 ml) at 0° C. After 2 h, chloroform (30 ml) was added and the resulting precipitate was collected by filtration. The solid was triturated from MeOH to give the title compound (385 mg, 64%).

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. customThe solid was triturated from MeOH

Sources & evidence

ORD record
ord-daaaa82d67ee45059b47badcf9e0cdcf
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…