Ammonium formate → HCID 178518067, compound

HRID 48402Notes

Reaction equation

HRID 48402 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[NH:11][CH:12]=O)=O)C.C([O-])=O.[NH4+:17]>C(N)=O>[OH:3][C:4]1[C:6]2[CH:10]=[CH:9][S:8][C:7]=2[N:11]=[CH:12][N:17]=1

Participants

4

Reactant 2

HCID 2723923Ammonium formateHCID 186182032-Formylaminothiophene-3-carboxylic acid ethyl ester

Product 1

HCID 178518067HCID 178518067, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 713FormamideSolvent

Conditions

Temperature
150 °C

Procedure

2-formylaminothiophene-3-carboxylic acid ethyl ester (3.0 g, 15.3 mmol) was dissolved in formamide (12 ml), to which ammonium formate (3.0 g, 48.2 mmol) was added and the mixture was stirred at 150° C. for 6 hours. The reaction mixture was allowed to stand overnight at room temperature and the crystals that formed were filtered to obtain 4-hydroxythieno[2,3-d]pyrimidine (1.7 g, 11.0 mmol) having the following physical properties:

Workup

  1. additionwas added
  2. waitto stand overnight at room temperature
  3. customthe crystals that formed
  4. filtrationwere filtered

Sources & evidence

ORD record
ord-9ca4eb2e2e38437cb3b51d041a5f793d
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Reaction notes

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