Water → 2,2'-Azobis(N-cyclohexyl-2-methylpropionamide)

HRID 1458189Notes

Reaction equation

HRID 1458189 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:8]([C:17]([CH3:23])([CH3:22])[C:18]([O:20]C)=O)=[N:9][C:10]([CH3:16])([CH3:15])[C:11]([O:13]C)=O.C[O-].[Na+].O>CO>[N:9]([C:10]([CH3:15])([CH3:16])[C:11]([NH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:13])=[N:8][C:17]([CH3:23])([CH3:22])[C:18]([NH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:20]

Participants

6

Reactant 4

HCID 962WaterHCID 7965CyclohexylamineHCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)HCID 10942334Sodium Methoxide

Product 1

HCID 222367202,2'-Azobis(N-cyclohexyl-2-methylpropionamide)Yield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
10 °C

Procedure

47.3 Grams of cyclohexylamine is mixed with 50 g of dimethyl 2,2'-azobis (2-methylpropionate) and 20 g of 28% sodium methoxide solution in methanol is dropwise added thereto under stirring, following by conducting a reaction at room temperature with stirring for 6 hours and keeping standing overnight. 100 Milliliter of water is added to the reaction solution and cooled to 10° C. to precipitate crystals. The crystals are recovered by filtration and dried to give 59.4 g (yield 81 %) of 2,2'-azobis (N-cyclohexyl-2-methylpropionamide) as yellow crystals. The solubility is shown in Table 1.

Workup

  1. additionis dropwise added
  2. customa reaction at room temperature
  3. stirringwith stirring for 6 hours
  4. customto precipitate crystals
  5. filtrationThe crystals are recovered by filtration
  6. customdried

Sources & evidence

ORD record
ord-9740c1af69bd47888cd71b8387dec55d
Source dataset
uspto-grants-1998_12
Patent number
US05849888

Reaction notes

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