Water → thieno[3,4-d]pyrimidin-4(3H)-one

HRID 2303293Notes

Reaction equation

HRID 2303293 reaction equation
[CH:1]([NH:3][C:4]1[C:5]([C:9]([O:11]C)=O)=[CH:6][S:7][CH:8]=1)=O.C([O-])=O.[NH4+:16].O>C(N)=O>[N:3]1[C:4]2=[CH:8][S:7][CH:6]=[C:5]2[C:9](=[O:11])[NH:16][CH:1]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2723923Ammonium formateHCID 2777637Methyl 4-formamidothiophene-3-carboxylate

Product 1

HCID 135778301thieno[3,4-d]pyrimidin-4(3H)-one

Reagents, catalysts & solvents 1

HCID 713FormamideSolvent

Conditions

Temperature
140 °C

Procedure

A stirred mixture of methyl 4-formamido-3-thenoate (see below) (3.39 g) and ammonium formate (3,4 g) in formamide (5 ml) was heated at 140° C. for 7 hours. On cooling, the mixture was poured into water, and the mixture filtered to give a solid which was washed with water followed by light petroleum (b.p. 60-80° C.) and air dried to give the title product, m.p. 275-278° C.

Workup

  1. temperatureOn cooling
  2. filtrationthe mixture filtered
  3. customto give a solid which
  4. washwas washed with water
  5. customdried

Sources & evidence

ORD record
ord-2dde72f1c42843e3babfd90038b572ea
Source dataset
uspto-grants-2002_08
Patent number
US06432964B1

Reaction notes

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