Diisopropylamine → HCID 53748142, compound

HRID 918350Notes

Reaction equation

HRID 918350 reaction equation
[CH2:1]([NH:13][CH:14]=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].P(Cl)(Cl)(Cl)(Cl)Cl.[CH:22]([NH:25][CH:26]([CH3:28])[CH3:27])([CH3:24])[CH3:23].[OH-].[Na+]>C1C=CC=CC=1.O>[CH:22]([N:25]([CH:26]([CH3:28])[CH3:27])[CH:14]=[N:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])([CH3:24])[CH3:23]

Participants

7

Reactant 4

HCID 7912DiisopropylamineHCID 14798Sodium HydroxideHCID 24819Phosphorus pentachlorideHCID 244441n-dodecylformamide

Product 1

HCID 53748142HCID 53748142, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

A solution of 213 g of dodecylformamide (1.0 mole) in 500 ml of anhydrous benzene is added dropwise at 20°-30° to a suspension of 208 g of phosphorus pentachloride (1.0 mole) in 750 ml of anhydrous benezne. After a further 12 hours of stirring at 30°, the reaction mixture is concentrated in vacuo to dryness. The residue is then dissolved in 100 ml of anhydrous benzene, and 202 g of di-isopropylamine (2.0 moles) added dropwise at 40°-50°. The whole is heated for 2 hours at 50°; water and ice are added, and the mixture rendered alkaline with aqueous sodium hydroxide solution. The organic layer is then separated and concentrated by evaporation. The N1,N 1 -diisopropyl-N2 -dodecyl-formamidine obtained as residue boils at 125°-128°C and 0.03 Torr.

Workup

  1. concentrationthe reaction mixture is concentrated in vacuo to dryness
  2. dissolutionThe residue is then dissolved in 100 ml of anhydrous benzene
  3. temperatureThe whole is heated for 2 hours at 50°
  4. customThe organic layer is then separated
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-75dbf75339164729b1bbe151e37d3ef5
Source dataset
uspto-grants-1976_07
Patent number
US03971647

Reaction notes

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