Dichloromethane → HCID 21715613, compound

HRID 1738374Notes

Reaction equation

HRID 1738374 reaction equation
C(Cl)Cl.[CH3:4][O:5][C:6]1[CH:11]=[C:10]([O:12][CH3:13])[N:9]=[C:8]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[C:16]=2[C:22]2[O:26][CH:25]=[N:24][CH:23]=2)[N:7]=1.C(N(CC)CC)C.[CH:34]1([N:40]=[C:41]=[O:42])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1>O>[CH3:13][O:12][C:10]1[CH:11]=[C:6]([O:5][CH3:4])[N:7]=[C:8]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][C:41](=[O:42])[NH:40][CH:34]3[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]3)[C:16]=2[C:22]2[O:26][CH:25]=[N:24][CH:23]=2)[N:9]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 18502Cyclohexyl isocyanateHCID 21715621HCID 21715621, compound

Product 1

HCID 21715613HCID 21715613, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To methylene chloride solution containing 0.15 g 5-[2-(4,6-dimethoxypyrimidine-2-yloxy)-6-hydroxyphenyl]oxazole, was added 0.07 g triethylamine. The solution reacted was stirred at room temperature for 15 min., then 0.08 g cyclohexyl isocyanate was added thereto. The solution was further stirred for 1.5 hours, and the solution reacted was then added with water and extracted with ethyl acetate. The organic layer obtained was washed with water and saturated saline solution in turn and then dried by using anhydrous magnesium sulfate. The solvent used was removed by distillation under reduced pressure, and the oily substance obtained was recrystallized in a mixed-solvent consisting of n-hexane and diethyl ether, affording the objective substance in an amount of 0.17 g.

Workup

  1. customThe solution reacted
  2. stirringThe solution was further stirred for 1.5 hours
  3. customthe solution reacted
  4. extractionextracted with ethyl acetate
  5. customThe organic layer obtained
  6. washwas washed with water and saturated saline solution in turn
  7. customdried
  8. customThe solvent used was removed by distillation under reduced pressure
  9. customthe oily substance obtained
  10. customwas recrystallized in a mixed-solvent
  11. customaffording the objective substance in an amount of 0.17 g

Sources & evidence

ORD record
ord-a7ceff1160764f1280867ce8e3af2896
Source dataset
uspto-grants-1999_10
Patent number
US05962685

Reaction notes

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