Ammonium Chloride → HCID 59679898, compound

HRID 416629Notes

Reaction equation

HRID 416629 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[O:11][C:12]3[CH:13]=[N:14][CH:15]=[CH:16][C:17]=3[N:18]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.[NH4+].[Cl-]>CO.O.[Fe]>[N:18]1[C:17]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[O:11][C:10]=1[C:6]1[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 59680369HCID 59680369, compound

Product 1

HCID 59679898HCID 59679898, compoundYield 31.2%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

A suspension of 2-(3-nitrophenyl)oxazolo[5,4-c]pyridine (1.20 g, 5 mmol), iron powder (1.40 g, 25 mmol) and NH4Cl (2.14 g, 40 mmol) in CH3OH:H2O (4:1, 60 mL) was refluxed for 6 hrs. The reaction mixture was filtered and the filtrate was evaporated in vacuo. The residue was poured into water. The precipitate was collected by filtration, and washed with water (20 mL×3) to afford 3-(oxazolo[5,4-c]pyridin-2-yl)benzenamine as a white solid (0.330 g, yield: 31%).

Workup

  1. temperaturewas refluxed for 6 hrs
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated in vacuo
  4. additionThe residue was poured into water
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water (20 mL×3)

Sources & evidence

ORD record
ord-aaa014c4680a48fa98a3d9f93b365c17
Source dataset
uspto-grants-2012_01
Patent number
US08088928B2

Reaction notes

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