Ammonium Chloride → HCID 59679898, compound

HRID 2265027Notes

Reaction equation

HRID 2265027 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-f6bc56a946444dfea449ed6741c936cd
Source dataset
uspto-grants-2010_12
Patent number
US07855289B2

Reaction notes

Loading…