Ammonium Chloride → HCID 18679754, compound

HRID 1633732Notes

Reaction equation

HRID 1633732 reaction equation
[CH3:1][N:2]([CH3:22])[S:3]([N:6]1[CH:10]=[C:9]([C:11](=[O:21])[C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-])=O)[CH:13]=2)[N:8]=[CH:7]1)(=[O:5])=[O:4].[NH4+].[Cl-]>O.C(O)C.[Fe]>[NH2:18][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[C:11]([C:9]1[N:8]=[CH:7][N:6]([S:3]([N:2]([CH3:22])[CH3:1])(=[O:4])=[O:5])[CH:10]=1)=[O:21]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 18679732HCID 18679732, compound

Product 1

HCID 18679754HCID 18679754, compoundYield 101.9%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a mixture of Example 55B (3.24 g, 10 mmol) and NH4Cl (540 mg, 10 mmol) in water (15 mL) and ethanol (35 mL) was added iron powder (3.92 g, 70 mmol) and the mixture was refluxed for 1 hour. The mixture was filtered, the solid was washed with THF, and the combined filtrate and washings were removed under vacuum to provide 3 g (˜100%) of the title compound.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. filtrationThe mixture was filtered
  3. washthe solid was washed with THF
  4. customthe combined filtrate and washings were removed under vacuum

Sources & evidence

ORD record
ord-bf35df752b1e43ed8b59d1fbd33d4f23
Source dataset
uspto-grants-2003_01
Patent number
US06503935B1

Reaction notes

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