Ammonium Chloride → HCID 68858129, compound

HRID 1370784Notes

Reaction equation

HRID 1370784 reaction equation
[CH2:1]([N:8]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[C:10]=1[CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+].[Cl-]>C(O)C.O.C(Cl)Cl.[Fe]>[CH2:1]([N:8]([CH2:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:25]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH2:15])[C:10]=1[CH3:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 2

HCID 25517Ammonium ChlorideHCID 18512252HCID 18512252, compound

Product 1

HCID 68858129HCID 68858129, compound

Reagents, catalysts & solvents 4

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
80 °C

Procedure

The product from Example 6B (1.43 g, 3.67 mmoles) and NH4Cl (0.14 g, 2.57 mmoles) in ethanol (18.4 mL) and water (6.4 mL) were treated with iron powder (1.43 g, 25.7 mmoles) and heated at 80° C. for one hour. The reaction mixture was allowed to cool to room temperature, diluted with CH2Cl2 (100 mL), filtered through Celite with ethyl acetate, and the filtrate was concentrated under reduced pressure to provide the title compound which was used without further purification.

Workup

  1. temperatureto cool to room temperature
  2. filtrationfiltered through Celite with ethyl acetate
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0a05ac663927459abd584193d3fff8b1
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

Loading…