HCID 5360149, compound → 2,5-Dimethyl-6-nitro-1,3-benzoxazole

HRID 647227Notes

Reaction equation

HRID 647227 reaction equation
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[C:4]([CH3:12])[CH:3]=1.[CH2:13](C(CC)(CC)C([O-])([O-])[O-])[CH3:14]>C1(C)C(C)=CC=CC=1>[CH3:13][C:14]1[O:8][C:7]2[CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:4]([CH3:12])=[CH:3][C:2]=2[N:1]=1

Participants

4

Reactant 2

HCID 5360149HCID 5360149, compoundHCID 21875354Triethylorthoaceate

Product 1

HCID 204858672,5-Dimethyl-6-nitro-1,3-benzoxazole

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To a stirred solution of 2-amino-5-nitro-p-cresol (3.3 g, 0.0146 mol) in xylene (35 ml) was added the triethylorthoacetate (6.4 g, 0.0392 mol) in one portion. The mixture was refluxed for one hour, filtered through a pad of decolorizing carbon and concentrated to dryness under reduced pressure. The residue was triturated with ligroin and 2.7 g (71 percent) of white solid was collected. NMR was consistent for the product.

Workup

  1. temperatureThe mixture was refluxed for one hour
  2. filtrationfiltered through a pad of decolorizing carbon
  3. concentrationconcentrated to dryness under reduced pressure
  4. customThe residue was triturated with ligroin and 2.7 g (71 percent) of white solid
  5. customwas collected

Sources & evidence

ORD record
ord-d333b016d087411ead6ecb7c27f61f8e
Source dataset
uspto-grants-1983_10
Patent number
US04407930

Reaction notes

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