Trifluoroacetic acid → Ethyl 6-ethyl-3,4-dihydro-5-hydroxy-4-oxothieno[2,3-d]PYRIMIDINE-2-CARBOXYLATE

HRID 237123Notes

Reaction equation

HRID 237123 reaction equation
N[C:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:6][C:5]=2[S:4][C:3]=1[CH2:17][CH3:18].FC(F)(F)C([O-])=[O:22].[K+].FC(F)(F)C(O)=O>>[CH2:17]([C:3]1[S:4][C:5]2[N:6]=[C:7]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[NH:8][C:9](=[O:11])[C:10]=2[C:2]=1[OH:22])[CH3:18]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12516925Ethyl 5-amino-6-ethyl-3,4-dihydro-4-oxothieno[2,3-d]PYRIMIDINE-2-CARBOXYLATEHCID 23662811Potassium trifluoroacetate

Product 1

HCID 23330393Ethyl 6-ethyl-3,4-dihydro-5-hydroxy-4-oxothieno[2,3-d]PYRIMIDINE-2-CARBOXYLATE

Conditions

Temperature
25 °C

Procedure

The diazonium fluoborate salt is prepared as in Procedure 63 from the amino compound produced in Procedure 51 yielding 0.03 mole of the required diazonium fluoborate. The latter is added in one portion to a solution of 0.03 mole of potassium trifluoroacetate in 13 ml. of trifluoroacetic acid at 0° C. The mixture is stirred at 25° C. for one hour and then refluxed overnight. The trifluoroacetic acid is evaporated in vacuo to give a residue which is triturated with water and filtered to give the desired product.

Workup

  1. customat 0° C
  2. temperaturerefluxed overnight
  3. customThe trifluoroacetic acid is evaporated in vacuo
  4. customto give a residue which
  5. customis triturated with water
  6. filtrationfiltered

Sources & evidence

ORD record
ord-b5eceba6e9d445f4bc3d61216a917bed
Source dataset
uspto-grants-1979_06
Patent number
US04159377

Reaction notes

Loading…