Chloroform → HCID 67468253, compound
Reaction equation
[Br:1][C:2]1[CH:3]=C[C:5]2[NH:6][C:7]3[C:12]([S:13][C:14]=2[CH:15]=1)=[CH:11][C:10]([Br:16])=[CH:9][CH:8]=3.S(Cl)([Cl:20])(=O)=O.[CH:22]([Cl:25])(Cl)Cl>>[Br:1][C:2]1[CH:3]=[C:22]([Cl:25])[C:5]2[NH:6][C:7]3[C:12]([S:13][C:14]=2[CH:15]=1)=[CH:11][C:10]([Br:16])=[CH:9][C:8]=3[Cl:20]Participants
4
Procedure
The 3,7-dibromophenothiazine (6.25 g, 17.5 mmol) was dissolved in 200 mL of chloroform (CHCl3). Sulfuryl chloride (SO2Cl2, 3.13 mL, 38.5 mmol) was added dropwise over 15 min. The dark mixture was stirred at RT for 36 h. The mixture was then filtered and the solid washed with CHCl3. The solid was collected and stirred in Et2O and the resulting green solid was filtered off and dried under vacuum to give a quantitative yield of the desired product.
Workup
- filtrationThe mixture was then filtered
- washthe solid washed with CHCl3
- customThe solid was collected
- stirringstirred in Et2O
- filtrationthe resulting green solid was filtered off
- customdried under vacuum
Sources & evidence
- ORD record
- ord-39206c3cbce24224b6561a5c246f5909
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08796448B1
Reaction notes
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