Dichloromethane → HCID 9881390, compound

HRID 1295388Notes

Reaction equation

HRID 1295388 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][C:5]([CH3:8])=[CH:4][CH2:3]1.ClCCl.C(N(CC)CC)C.[F:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][CH:21]=1>C(OCC)(=O)C.O>[CH3:8][C:5]1[CH2:6][CH2:7][CH:2]([NH:1][C:27]([NH:26][C:23]2[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=2)=[O:28])[CH2:3][CH:4]=1

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 709554-Fluorophenyl isocyanateHCID 11147685HCID 11147685, compound

Product 1

HCID 9881390HCID 9881390, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

The residue containing 1-amino-4-methylcyclohex-3-ene was taken up into dichloromethane (5 ml). To the mixture were added triethylamine (0.6 ml) and 4-fluorophenyl-isocyanate (97 μl) at 0° C. and the resultant mixture was allowed to stir for 30 minutes at 0° C. Evaporation under reduced pressure gave a residue, which was taken up into a mixture of water and ethyl acetate. The separated organic layer was washed with brine, evaporated under reduced pressure, and triturated with n-hexane to give N-(4-methylcyclohex-3-en-1-yl)-N′-(4-fluorophenyl)urea (0.206 g).

Workup

  1. customEvaporation under reduced pressure
  2. customgave a residue, which
  3. washThe separated organic layer was washed with brine
  4. customevaporated under reduced pressure
  5. customtriturated with n-hexane

Sources & evidence

ORD record
ord-95bc4075c1724a0d9a3c0e75fa7ffb8b
Source dataset
uspto-grants-2007_07
Patent number
US07241811B2

Reaction notes

Loading…