Bromine → HCID 14988434, compound

HRID 1885866Notes

Reaction equation

HRID 1885866 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-1af8729bfab548d59b55febf52001771
Source dataset
uspto-grants-1992_09
Patent number
US05147874

Reaction notes

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