Nitric Acid → N-methyl-6-nitro-1,3-benzoxazol-2-amine

HRID 47444Notes

Reaction equation

HRID 47444 reaction equation
[CH3:1][NH:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[N+:12]([O-])([OH:14])=[O:13]>>[CH3:1][NH:2][C:3]1[O:4][C:5]2[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 590605N-Methyl-1,3-benzoxazol-2-amine

Product 1

HCID 12711466N-methyl-6-nitro-1,3-benzoxazol-2-amine

Procedure

2-Methylaminobenzoxazole (2.0 g, Hetzheim, Annemarie; Schlaak, G.; Kerstan, Christa., Pharmazie, (1987), 42, 80) was added in portions to conc. nitric acid (15 ml) at room temperature. Stirring was continued over 8 h. The reaction mixture was poured onto crushed ice/sodium hydrogen carbonate with vigorous stirring. The precipitated title compound (1.76 g) was collected by filtration and dried in vacuo at 40° C. m/z (API+): 194 (MH+).

Workup

  1. additionThe reaction mixture was poured
  2. customThe precipitated title compound (1.76 g)
  3. filtrationwas collected by filtration
  4. customdried in vacuo at 40° C. m/z (API+)

Sources & evidence

ORD record
ord-943d03d05fe64ca280d2c39889409359
Source dataset
uspto-grants-2004_03
Patent number
US06699879B1

Reaction notes

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