Benzoic Acid → 5-nitro-2-phenyl-1,3-benzoxazole

HRID 2243098Notes

Reaction equation

HRID 2243098 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[C:12](O)(=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[K+].[Br-]>C(Cl)(Cl)Cl.CO>[C:13]1([C:12]2[O:11][C:3]3[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=3[N:1]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 253877Potassium BromideHCID 36133892-Amino-4-Nitrophenol

Product 1

HCID 7594015-nitro-2-phenyl-1,3-benzoxazoleYield 85%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared from 2-amino-4-nitrophenol and benzoic acid, in a manner similar to that of Example 9b. Yield: 85%; Rf (9/1 chloroform/methanol): 0.92; Elem. anal. C13H8N2O3; theory C, 65.00; H, 3.35; N, 11.66. found C, 64.54; H, 3.35; N, 11.85. IR (KBr): 1615, 1530, 1345 cm−1.

Sources & evidence

ORD record
ord-a9c29f2d77e94491816c43b7abecde02
Source dataset
uspto-grants-2010_03
Patent number
US07674809B2

Reaction notes

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