Bromine → 6-Bromothieno[2,3-b]pyrazine-2,3(1H,4H)-dione

HRID 1974962Notes

Reaction equation

HRID 1974962 reaction equation
[NH:1]1[C:6](=[O:7])[C:5](=[O:8])[NH:4][C:3]2[S:9][CH:10]=[CH:11][C:2]1=2.[Br:12]Br>C(O)(=O)C>[Br:12][C:10]1[S:9][C:3]2[NH:4][C:5](=[O:8])[C:6](=[O:7])[NH:1][C:2]=2[CH:11]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 19100709Thieno[2,3-b]pyrazine-2,3(1H,4H)-dione

Product 1

HCID 191007546-Bromothieno[2,3-b]pyrazine-2,3(1H,4H)-dioneYield 91%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Thieno[2,3-b]pyrazine-2,3(1H,4H)-dione (0.10 g, 0.59 mmol) was reacted with bromine (0.095 g, 0.59 mmol) in acetic acid following the procedure outlined in example 3 (Method E). Yield 0.132 g (91%) of the title compound. M.p. >300° C. 1H-NMR (DMSO-D6, δ): 6.87 (s, 1H), 12.05 (s, 2H).

Sources & evidence

ORD record
ord-28d514c129234c1a9940c131fb6374d6
Source dataset
uspto-grants-1994_02
Patent number
US05284847

Reaction notes

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