Formamide → HCID 178518030, compound

HRID 1582013Notes

Reaction equation

HRID 1582013 reaction equation
C[O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[NH2:10])=O.[CH:11]([NH2:13])=O>O>[OH:2][C:3]1[C:5]2[S:6][CH:7]=[CH:8][C:9]=2[N:10]=[CH:11][N:13]=1

Participants

4

Reactant 2

HCID 713FormamideHCID 89652Methyl 3-amino-2-thiophenecarboxylate

Product 1

HCID 178518030HCID 178518030, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

3-aminothiophene-2-carboxylic acid methylester (1.6 g, 10 mmol) was added to formamide (3.4 ml), and the mixture was stirred at 200° C. for 2 hours. The reaction mixture was returned to room temperature, and water was added thereto, which was extracted with chloroform. The solid obtained by distilling off the solvent under reduced pressure was washed with ethyl acetate to obtain 4-hydroxythieno[3,2-d]pyrimidine (60 mg, 0.39 mmol).

Workup

  1. customwas returned to room temperature
  2. extractionwhich was extracted with chloroform
  3. customThe solid obtained
  4. distillationby distilling off the solvent under reduced pressure
  5. washwas washed with ethyl acetate

Sources & evidence

ORD record
ord-ce92ade56e3c473a870c2c1374d5ca45
Source dataset
uspto-grants-2004_05
Patent number
US06734180B1

Reaction notes

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