Phenyl isocyanate → 1-Phenyl-3-(2-phenylbenzo[d]oxazol-5-yl)urea

HRID 1886919Notes

Reaction equation

HRID 1886919 reaction equation
[C:1]1([C:7]2[O:8][C:9]3[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]1([N:23]=[C:24]=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>ClCCl>[C:17]1([NH:23][C:24]([NH:16][C:13]2[CH:14]=[CH:15][C:9]3[O:8][C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[N:11][C:10]=3[CH:12]=2)=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 7210592-Phenyl-1,3-benzoxazol-5-amine

Product 1

HCID 673325081-Phenyl-3-(2-phenylbenzo[d]oxazol-5-yl)ureaYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 2-phenylbenzo[d]oxazol-5-amine (75 mg, 0.36 mmol) in dichloromethane (2 mL) at room temperature was added phenyl isocyanate (43 μL, 0.39 mmol). The solution was stirred at room temperature for 16 h. The resulting precipitate was filtered off and washed with dichloromethane to afford 99.9 mg (85%) of the title compound (LCMS RT=6.45 min, MH+ 330.1)

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. washwashed with dichloromethane

Sources & evidence

ORD record
ord-c3b535fff2704f91b0ee1b438bd2f08f
Source dataset
uspto-grants-2013_08
Patent number
US08501713B2

Reaction notes

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