Formamide → 7-methyl-3H,4H-thieno[3,2-d]pyrimidin-4-one

HRID 1773509Notes

Reaction equation

HRID 1773509 reaction equation
C[O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([CH3:11])[C:9]=1[NH2:10])=O.[CH:12]([NH2:14])=O>O>[CH3:11][C:8]1[C:9]2[N:10]=[CH:12][NH:14][C:3](=[O:2])[C:5]=2[S:6][CH:7]=1

Participants

4

Reactant 2

HCID 713FormamideHCID 123584Methyl 3-amino-4-methylthiophene-2-carboxylate

Product 1

HCID 1354396367-methyl-3H,4H-thieno[3,2-d]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 3-amino-4-methyl-thiophene-2-carboxylic acid methyl ester (3.0 g) and formamide (50 mL) was heated to 150° C. overnight. The reaction mixture was then cooled and diluted with water. The solid formed was collected by filtration, washed with water and dried under reduced pressure to give 2.1 g of 7-methyl-3H-thieno[3,2-d]pyrimidin-4-one without further purifications.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. customThe solid formed
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-ce1ca7ac171041ddb0757252373904d1
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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