Sodium Hydroxide → HCID 22184560, compound

HRID 1748337Notes

Reaction equation

HRID 1748337 reaction equation
[Sn](Cl)Cl.[CH3:4][N:5]([CH3:21])[CH2:6][C:7]([CH3:20])([CH3:19])[CH2:8][NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-])=O.[OH-].[Na+]>Cl>[CH3:21][N:5]([CH3:4])[CH2:6][C:7]([CH3:19])([CH3:20])[CH2:8][NH:9][C:10]1[C:11]([NH2:16])=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 28520984HCID 28520984, compound

Product 1

HCID 22184560HCID 22184560, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a flask containing a solution of tin (II) chloride dehydrate (1.71 g, 7.6 mmol) in concentrated HCl (5 mL) is added a solution of N,N,2,2-tetramethyl-N′-(2-nitrophenyl)propane-1,3-diamine (635 mg, 2.5 mmol). The reaction is stirred for 16 h and is neutralized by the addition of 4M aqueous NaOH. The mixture is extracted with CH2Cl2 and the organic layer is separated, dried (Na2SO4) and concentrated to afford the title compound (504 mg, 90%) as an oil.

Workup

  1. extractionThe mixture is extracted with CH2Cl2
  2. customthe organic layer is separated
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-da55b7f83f6546feb44a1735fc824534
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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