Sodium Sulfate → 55875-54-2

HRID 1973279Notes

Reaction equation

HRID 1973279 reaction equation
[CH3:1][N:2]([CH3:17])[C:3]1[CH:8]=[C:7]([Cl:9])[C:6]([CH:10]=[C:11]([N+:13]([O-])=O)[CH3:12])=[C:5]([Cl:16])[CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.CCOCC>[ClH:9].[ClH:9].[Cl:9][C:7]1[CH:8]=[C:3]([N:2]([CH3:1])[CH3:17])[CH:4]=[C:5]([Cl:16])[C:6]=1[CH2:10][CH:11]([NH2:13])[CH3:12]

Participants

6

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 541597833,5-Dichloro-N,N-dimethyl-4-(2-nitroprop-1-en-1-yl)aniline

Product 1

HCID 7277655875-54-2

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 13.7 g of N,N-dimethyl-3,5-dichloro-4-(2-nitropropenyl)aniline in 150 ml of dry tetrahydrofuran is added dropwise with stirring to 8.0 g lithium aluminum hydride in 200 ml of dry ether. The mixture is then refluxed for 4 hours. 40 ml of saturated sodium sulphate solution is added dropwise and the mixture is filtered. The filtrate is dried over anhydrous sodium sulphate and acidified with hydrogen chloride. The precipitated salt is filtered off and washed with ether. Yield: 15.2 g, m.p. 195°-197°. The product is recrystallized from aqueous ethanol-isopropyl ether. Yield: 11.9 g, m.p. 199°-200°.

Workup

  1. temperatureThe mixture is then refluxed for 4 hours
  2. filtrationthe mixture is filtered
  3. dry with materialThe filtrate is dried over anhydrous sodium sulphate
  4. filtrationThe precipitated salt is filtered off
  5. washwashed with ether
  6. customThe product is recrystallized from aqueous ethanol-isopropyl ether

Sources & evidence

ORD record
ord-86789328c7794cffa351a9aa7d663c7c
Source dataset
uspto-grants-1976_12
Patent number
US03996381

Reaction notes

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