Ammonium Chloride → HCID 68292813, compound

HRID 1504976Notes

Reaction equation

HRID 1504976 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][CH2:12][C:13]2[S:14][CH:15]=[CH:16][N:17]=2)=[N:8][CH:9]=1)([O-])=O.[NH4+].[Cl-]>O.CO.[Fe]>[S:14]1[CH:15]=[CH:16][N:17]=[C:13]1[CH2:12][CH2:11][CH2:10][C:7]1[N:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 68292580HCID 68292580, compound

Product 1

HCID 68292813HCID 68292813, compoundYield 98.1%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of compound 138 (2.32 g, 9.3 mmol), NH4Cl (7.46 g, 140 mmol) and Iron Powder (5.19 g, 93 mmol) in water (100 mL) and CH3OH (100 mL) was stirred at 90° C. for 1 h. After cooling, the reaction mixture was filtered and the solid was washed by DCM. The filtrates were separated, the organic layer was washed with brine, dried over Na2SO4 and concentrated to dryness to give compound 139 (2.0 g, 83%) as a light yellow oil.

Workup

  1. temperatureAfter cooling
  2. filtrationthe reaction mixture was filtered
  3. washthe solid was washed by DCM
  4. customThe filtrates were separated
  5. washthe organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-9ab11b10699f462ab7a09a2cbb4e4b07
Source dataset
uspto-grants-2015_12
Patent number
US09216957B2

Reaction notes

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