Bromine → HCID 14988434, compound

HRID 1198470Notes

Reaction equation

HRID 1198470 reaction equation
[S:1]1[C:6]2=[CH:7][CH:8]=[CH:9][C:10]3[C:11](=[O:14])[C:12](=[O:13])[N:4]([C:5]=32)[CH2:3][CH2:2]1.[Br:15]Br>C(O)(=O)C>[Br:15][C:8]1[CH:7]=[C:6]2[S:1][CH2:2][CH2:3][N:4]3[C:12](=[O:13])[C:11](=[O:14])[C:10]([CH:9]=1)=[C:5]23

Participants

4

Reactant 2

HCID 24408BromineHCID 13575859HCID 13575859, compound

Product 1

HCID 14988434HCID 14988434, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 2,3-dihydropyrrolo[1,2,3-de]-1,4-benzothiazine-5,6-dione (2.05 g) in acetic acid (40 ml) was added bromine (0.5 ml) in acetic acid (10 ml) dropwise. The mixture was stirred for 5 hours at room temperature and poured into ice water (200 ml) and the resultant precipitate was collected by filtration, washed with water and dried to yield the title compound (2.10 g, 73.9%). The compound was recrystallized from acetonitrile to give dark red needles, mp 196° C.

Workup

  1. filtrationthe resultant precipitate was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-9beee73e3122499d9b312a2fad951267
Source dataset
uspto-grants-1994_01
Patent number
US05281600

Reaction notes

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