Hydrochloric Acid → HCID 10543413, compound

HRID 1197765Notes

Reaction equation

HRID 1197765 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

To a suspension of 0.50 g 2-(7-acetamido-3,4-dihydro-2,2-dimethyl-6-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide in 6 ml ethanol, was added 6 ml of 5N HCl, the mixture was stirred at 100° C. for two hours, the reaction mixture was poured to ice water, and the resulting mixture was neutralized with sodium bicarbonate and extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, the solvents were distilled off from the dried solution, and the residue thus obtained was recrystallized from ethanol, thus giving 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 extract was dried over anhydrous magnesium sulfate
  3. distillationthe solvents were distilled off from the dried solution
  4. customthe residue thus obtained
  5. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-e78a591ac1964995a44978dae07ec2af
Source dataset
uspto-grants-1994_01
Patent number
US05278158

Reaction notes

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