Hydrochloric Acid → HCID 10543413, compound

HRID 37127Notes

Reaction equation

HRID 37127 reaction equation
C([NH:4][C:5]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][C:8]2[N:9]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N+:16]=3[O-:21])[CH2:10][C:11]([CH3:14])([CH3:13])[O:12][C:7]=2[CH:6]=1)(=O)C.Cl.C(=O)([O-])O.[Na+]>C(O)C>[NH2:4][C:5]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][C:8]2[N:9]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N+:16]=3[O-:21])[CH2:10][C:11]([CH3:13])([CH3:14])[O:12][C:7]=2[CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 104985922-(7-acetamido-3,4-dihydro-2,2-dimethyl-6-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide

Product 1

HCID 10543413HCID 10543413, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

In 6 ml of ethanol was suspended 0.50 g of 2-(7-acetamido-3,4-dihydro-2,2-dimethyl-6-nitro-2H-1,4-benzoxazin-4-yl)pyridine-N-oxide followed by addition of 6 ml of 5 N hydrochloric acid, and the mixture was stirred at 100° C. for 2 hours. The reaction mixture was poured into ice-water, neutralized with excess sodium hydrogen carbonate, and extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off. The-resulting residue was recrystallized from ethanol to give 359 mg of 2-(7-amino-3,4-dihydro-2,2-dimethyl-6-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide.

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off
  4. customThe-resulting residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-d9f2404091264b1294a94ddd786481e5
Source dataset
uspto-grants-1995_05
Patent number
US05420126

Reaction notes

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