Dimethylamine → HCID 20318926, compound

HRID 866953Notes

Reaction equation

HRID 866953 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]([C:7]1[CH:8]=[CH:9][C:10]([NH:15][C:16](=[O:18])[CH3:17])=[C:11]([CH:14]=1)[CH2:12]Br)(=[O:6])[CH3:5]>C(Cl)(Cl)Cl>[C:4]([C:7]1[CH:8]=[CH:9][C:10]([NH:15][C:16](=[O:18])[CH3:17])=[C:11]([CH:14]=1)[CH2:12][N:2]([CH3:3])[CH3:1])(=[O:6])[CH3:5]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13355780HCID 13355780, compound

Product 1

HCID 20318926HCID 20318926, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

8.1 gm of dimethylamine were added to 21 gm of 5-acetyl-2-acetylamino-benzyl bromide in 500 ml of chloroform, and the mixture was stirred for 30 minutes. As soon as the exothermic reaction began, the undissolved substance dissolved. Subsequently, the reaction solution was extracted three times with water and twice with 2 N hydrochloric acid. The hydrochloric acid phase was extracted with chloroform, made alkaline with 2 N ammonia and again extracted twice with chloroform. The organic phase was evaporated, the residue was purified column-chromatographically on silicagel with ethyl acetate, and the corresponding fractions were combined and evaporated to dryness, whereby 5-acetyl-2-acetylamino-N,N-dimethyl benzylamine was obtained in crystalline form, having a melting point of 68°-72° C.

Workup

  1. customAs soon as the exothermic reaction
  2. dissolutionthe undissolved substance dissolved
  3. extractionSubsequently, the reaction solution was extracted three times with water
  4. extractionThe hydrochloric acid phase was extracted with chloroform
  5. extractionagain extracted twice with chloroform
  6. customThe organic phase was evaporated
  7. customthe residue was purified column-chromatographically on silicagel with ethyl acetate
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-6f6ddea85c9a4e36bc37ce8382c4e229
Source dataset
uspto-grants-1978_07
Patent number
US04101671

Reaction notes

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