4-Nitrophenol → HCID 9213115, compound

HRID 1010471Notes

Reaction equation

HRID 1010471 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

Conditions

Temperature
130 °C

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-cc47f15d098a47678989a0d8e39f464f
Source dataset
uspto-grants-2011_07
Patent number
US07973160B2

Reaction notes

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