Reaction #2298619

ord-78c3a184f636426880961f04e082be97

Reaction equation

O=C[O-].[NH4+]
ammonium formate
COC(=O)c1sccc1NC=O
3-(formylamino)-2-thiophenecarboxylic acid methyl ester
COC(=O)c1sccc1NC=O
3-(Formylamino)-2-thiophenecarboxylic acid methyl ester
O=c1[nH]cnc2ccsc12
3H-thieno[3,2-d]pyrimid-4-one
Yield 63.4%

Solvents

Conditions

Temperature
150°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe precipitate that formed
  2. 2
    Filtrationwas collected by vacuum filtration

Procedure

To a solution of ammonium formate (9.4 g, 0.15 mol) in formamide (14 mL) at 150° C. was added 3-(formylamino)-2-thiophenecarboxylic acid methyl ester (81, 5.2 g, 28 mmol) as a solid in small portions. The resulting solution was heated at 150° C. for 4 hours and then allowed to stand at room temperature for 12 hours. The precipitate that formed was collected by vacuum filtration to give 3H-thieno[3,2-d]pyrimid-4-one (2.7 g, 63% yield) as white needles.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE039267E1uspto-grants-2006_09