Nitrogen → HCID 67365611, compound

HRID 42846Notes

Reaction equation

HRID 42846 reaction equation
[N:1]#N.[CH3:3][C:4]1([C:9]2[CH:10]=[C:11]([CH2:14][N:15]3C=[C:18]([N+:20]([O-])=O)[CH:17]=[N:16]3)[S:12][CH:13]=2)[O:8][CH2:7][CH2:6][O:5]1.[NH4+].[Cl-]>CCO.O.[Fe]>[CH3:3][C:4]1([C:9]2[CH:10]=[C:11]([CH2:14][N:15]3[N:1]=[C:18]([NH2:20])[CH:17]=[N:16]3)[S:12][CH:13]=2)[O:8][CH2:7][CH2:6][O:5]1

Participants

7

Reactant 3

HCID 947NitrogenHCID 25517Ammonium ChlorideHCID 669288801-[4-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-4-nitro-1H-pyrazole

Product 1

HCID 67365611HCID 67365611, compound

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 1-[4-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-4-nitro-1H-pyrazole (115 mg, 0.39 mmol), iron powder (65 mg, 1.16 mmol) and NH4Cl (106 mg, 1.97 mmol) in a mixture of EtOH (3.0 mL) and water (1.5 mL) was stirred at 75° C. for 60 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. The filtrated was dried over Na2SO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil: TLC: rf (EA)=0.63. LC-MS-conditions 02: tR=0.76 min; [M+H]+=267.09.

Workup

  1. filtrationThe reaction mixture was filtered while hot and
  2. concentrationconcentrated under reduced pressure
  3. dry with materialThe filtrated was dried over Na2SO4
  4. filtrationfiltered
  5. customthe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-d9302624e474456f9d9f8a369a4d5bec
Source dataset
uspto-grants-2013_09
Patent number
US08536209B2

Reaction notes

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