Dimethylamine → HCID 20213092, compound

HRID 1906308Notes

Reaction equation

HRID 1906308 reaction equation
[C:1]([C:3]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH:4]([CH2:8][CH3:9])[C:5](Cl)=[O:6])#[N:2].[CH3:22][NH:23][CH3:24]>C(Cl)Cl>[C:1]([C:3]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH:4]([CH2:8][CH3:9])[C:5]([N:23]([CH3:24])[CH3:22])=[O:6])#[N:2]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 20213088HCID 20213088, compound

Product 1

HCID 20213092HCID 20213092, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-cyano-3,3-diphenyl-2-ethylpropionyl chloride (0.1 mol prepared from 0.1 mol of the acid as described above) in 100 ml of methylen chloride was added dropwise while stirring to a mixture of 65 ml of 33% aqueous dimethylamine (ca. 0.5 mol) and 100 g of crushed ice. The mixture was stirred for 1 hour at room temperature, whereupon the organic phase was separated and washed with dilute hydrochloric acid. After drying over magnesium sulphate, filtration and evaporation, the residue was crystallized from a mixture of methylene chloride and ether. Yield: 28 g (88%) of the amide as a white crystalline substance melting at 170°-172° C.

Workup

  1. additionwas added dropwise
  2. customwas separated
  3. washwashed with dilute hydrochloric acid
  4. dry with materialAfter drying over magnesium sulphate, filtration and evaporation
  5. customthe residue was crystallized from a mixture of methylene chloride and ether

Sources & evidence

ORD record
ord-6ebb878a968649989c3d08362792510f
Source dataset
uspto-grants-1987_03
Patent number
US04650900

Reaction notes

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