Ammonium formate → HCID 178518067, compound

HRID 1581967Notes

Reaction equation

HRID 1581967 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 q, 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-1b05282d17fe4f43bed6203b86291ec8
Source dataset
uspto-grants-2004_05
Patent number
US06734180B1

Reaction notes

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