4-Nitrophenol → HCID 9213115, compound

HRID 853606Notes

Reaction equation

HRID 853606 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.Cl[C:23]1[C:24]2[CH:31]=[CH:30][S:29][C:25]=2[N:26]=[CH:27][N:28]=1>O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:23]2[C:24]3[CH:31]=[CH:30][S:29][C:25]=3[N:26]=[CH:27][N:28]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 9804-NitrophenolHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 7366184-Chlorothieno[2,3-d]pyrimidine

Product 1

HCID 9213115HCID 9213115, compoundYield 51.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After adding 600 mg of 4-nitrophenol, 1.2 g of potassium carbonate and 2 ml of dimethylformamide to 302 mg of the 4-chlorothieno[2,3-d]pyrimidine described in Seans Acad. Sci., Ser, C(1967) 264 (2) 207, and stirring the mixture for 30 hours at 130° C., the mixture was returned to room temperature, water was added, liquid separation and extraction were performed with an ethyl acetate-tetrahydrofuran mixed solvent, and the solid obtained by concentration to dryness was washed with ether to obtain 250 mg of the title compound.

Workup

  1. customwas returned to room temperature
  2. customliquid separation and extraction
  3. customthe solid obtained by concentration to dryness
  4. washwas washed with ether

Sources & evidence

ORD record
ord-b119ec89167a4e93b46554dabb0ebb21
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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