Bromine → 7-Bromothieno[3,2-d]pyrimidine-2,4(1h,3h)-dione

HRID 334151

Reaction equation

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

Participants

Conditions

Temperature: 80 °C

Procedure

Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (10.38 g, 61.72 mmol) was dissolved in acetic acid (230 mL) and Bromine (11.13 mL, 216 mmol) was added. The reaction was heated at 80° C. for 3.5 h. Complete reaction was confirmed by LCMS. The reaction mixture was poured onto ice water slowly and filtered off the precipitate which was dried overnight under vacuum to give 7-bromothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (9.1 g, 60% yield)

Workup

customComplete reaction
additionThe reaction mixture was poured onto ice water slowly
filtrationfiltered off the precipitate which
customwas dried overnight under vacuum

Sources & evidence

ORD record: ord-2b62709c92634f6d93054bc037e3db69
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883799B2

Linked notes

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