Ammonium Chloride → HCID 58044070, compound

HRID 1918990Notes

Reaction equation

HRID 1918990 reaction equation
[CH3:1][N:2]([CH2:10][CH2:11][N:12]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[N:13]1)[C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6].[NH4+].[Cl-]>C(O)C.[Fe]>[NH2:17][C:14]1[CH:15]=[CH:16][N:12]([CH2:11][CH2:10][N:2]([CH3:1])[C:3](=[O:9])[O:4][C:5]([CH3:6])([CH3:7])[CH3:8])[N:13]=1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 58044231HCID 58044231, compound

Product 1

HCID 58044070HCID 58044070, compoundYield 783.3%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

To a solution of 206d (4.5 g, 1.7 mmol) in ethanol (40 mL) was added Fe (4.7 g, 8.5 mmol) and NH4Cl (900 mg, 17 mmol). The reaction mixture was stirred at room temperature for 4 hours. It was then evaporated and purified by silical-gel column eluting with 2:1 petroleum ether/ethyl acetate to give 206e as a brown solid (3.2 g, 80%). MS: (M+H)+ 241.

Workup

  1. customIt was then evaporated
  2. custompurified by silical-gel column
  3. washeluting with 2:1 petroleum ether/ethyl acetate

Sources & evidence

ORD record
ord-49fe995f189b40beab93887f74925659
Source dataset
uspto-grants-2013_12
Patent number
US08618107B2

Reaction notes

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