Hexane → HCID 9850614, compound

HRID 2305242Notes

Reaction equation

HRID 2305242 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[CH:19]([CH2:24][C:25]4[CH:26]=[C:27]([NH2:31])[CH:28]=[CH:29][CH:30]=4)[CH2:20][CH2:21][CH2:22][CH:23]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:32]([N:40]=[C:41]=[O:42])(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.CCCCCC>C(Cl)Cl>[C:32]([NH:40][C:41]([NH:31][C:27]1[CH:28]=[CH:29][CH:30]=[C:25]([CH2:24][CH:19]2[CH2:20][CH2:21][CH2:22][CH:23]=[C:18]2[C:9]2[O:10][C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=2)[CH:26]=1)=[O:42])(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 78210Benzoyl isocyanateHCID 18459163HCID 18459163, compound

Product 1

HCID 9850614HCID 9850614, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (±)-3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}phenylamine (110 mg, 0.27 mmol) in methylene chloride (3 ml) was added benzoylisocyanate (0.038 ml, 0.27 mmol) at 5° C., and the mixture was stirred at room temperature for 16 hours. To the mixture was added hexane (9 ml), and the resulting precipitate was collected, washed with hexane to give (±)-1-benzoyl-3-{3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}phenyl}urea (114.9 mg, 77%).

Workup

  1. customthe resulting precipitate was collected
  2. washwashed with hexane

Sources & evidence

ORD record
ord-45fa5b248685475f9564f43e9cab5f54
Source dataset
uspto-grants-2002_08
Patent number
US06437146B1

Reaction notes

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