Dimethylamine → HCID 12892986, compound

HRID 1902182Notes

Reaction equation

HRID 1902182 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11]3[CH2:14][CH2:15][CH2:16][CH2:17][C:10]=3[C:9]2=[O:18])=[CH:4][CH:3]=1.[CH3:19][NH:20][CH3:21]>C(#N)C>[CH3:19][N:20]([CH3:21])[C:12](=[O:13])[C:11]1[CH2:14][CH2:15][CH2:16][CH2:17][C:10]=1[C:9]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:18]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 115171Chlorphthalim

Product 1

HCID 12892986HCID 12892986, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 100 ml of acetonitrile is dissolved 3.0 g of N-(4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide. To the solution is added 1.5 g of a 40% aqueous dimethylamine solution under stirring at room temperature, followed by further stirring for 30 minutes. The solution is concentrated to dryness under reduced pressure, the resulting oily substance is dissolved in 50 ml of ether and the solution is dried with sodium sulfate. The ether layer is concentrated to dryness under reduced pressure and the resultant oily substance is allowed to crystallize by adding 50 ml of n-hexane thereto. The resultant crystals are recovered by filtration and washed with a small amount of n-hexane, whereby to yield 2.5 g of the subject compound.

Workup

  1. stirringby further stirring for 30 minutes
  2. concentrationThe solution is concentrated to dryness under reduced pressure
  3. dissolutionthe resulting oily substance is dissolved in 50 ml of ether
  4. dry with materialthe solution is dried with sodium sulfate
  5. concentrationThe ether layer is concentrated to dryness under reduced pressure
  6. customto crystallize
  7. additionby adding 50 ml of n-hexane
  8. filtrationThe resultant crystals are recovered by filtration
  9. washwashed with a small amount of n-hexane, whereby

Sources & evidence

ORD record
ord-fe66b3c4c670435494bcfdddb0f01c0c
Source dataset
uspto-grants-1982_12
Patent number
US04362546

Reaction notes

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