P-Cresol → HCID 14836811, compound

HRID 1742885Notes

Reaction equation

HRID 1742885 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.[CH3:9][O:10][C:11]1[CH:12]=[C:13]([C:19]2[C:24]([C:25]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[O:26])=[CH:23][N:22]=[C:21](S(C)(=O)=O)[N:20]=2)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]>C(#N)C>[CH3:9][O:10][C:11]1[CH:12]=[C:13]([C:19]2[C:24]([C:25]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[O:26])=[CH:23][N:22]=[C:21]([O:7][C:6]3[CH:1]=[CH:2][C:3]([CH3:8])=[CH:4][CH:5]=3)[N:20]=2)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18]

Participants

4

Reactant 2

HCID 2879P-CresolHCID 14836826HCID 14836826, compound

Product 1

HCID 14836811HCID 14836811, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
65 °C

Procedure

Acetonitrile (10 ml) potassium carbonate (0.5 g), paracresol (2.7 g) and the pyrimidine obtained in Example 432 (1 g) are placed in a reactor together with 3 drops of TDA--1[tris(3,6-dioxaheptyl)amine] as catalyst. The mixture is heated to 65° C. for one hour, and the solvent is evaporated. The mixture is taken up in water and extracted with ether, dried over MgSO4 and evaporated. A white solid is obtained in a yield of 75%, m.p. 152° C.

Workup

  1. customthe solvent is evaporated
  2. extractionextracted with ether
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. customA white solid is obtained in a yield of 75%, m.p. 152° C.

Sources & evidence

ORD record
ord-dde772afa57047a0a333bb0541ff41ad
Source dataset
uspto-grants-1994_08
Patent number
US05342835

Reaction notes

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