Ethanol → HCID 3089143, compound

HRID 325085Notes

Reaction equation

HRID 325085 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].N[C:13]1(O)[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH2:14]1.[CH2:23](O)C>CN(C1C=CN=CC=1)C>[N+:19]([C:16]1[CH:17]=[CH:18][C:13]([C:23]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:14][CH:15]=1)([O-:21])=[O:20]

Participants

5

Reactant 3

HCID 702EthanolHCID 36133892-Amino-4-NitrophenolHCID 22002613HCID 22002613, compound

Product 1

HCID 3089143HCID 3089143, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

To 10 grams (0.05 mole) of 4-nitrophenylchloroxime are added 150 milliliters of ethanol and a catalytic amount of 4-(N,N-dimethyl)aminopyridine. 4.0 grams of 2-amino-4—nitrophenol are added to the mixture. The mixture is stirred under nitrogen at room temperature for ninety minutes, at which time another 3.7 grams of 1-amino-4-nitrophenol are added. The mixture is then stirred overnight at room temperature under a nitrogen blanket, cooled to 20° C. and filtered to yield 2-(p-nitrophenyl)-5-nitrobenzoxazole.

Workup

  1. additionare added
  2. temperaturecooled to 20° C.
  3. filtrationfiltered

Sources & evidence

ORD record
ord-f0d8d7a6722044a9b790f09dc9b9d9af
Source dataset
uspto-grants-2001_04
Patent number
US06222044B1

Reaction notes

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