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

HRID 1896751Notes

Reaction equation

HRID 1896751 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-56c8119fede745c99f196adc0a571ec1
Source dataset
uspto-grants-2013_08
Patent number
US08518980B2

Reaction notes

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