N,N-Dimethylethylenediamine → HCID 21647625, compound

HRID 1493566Notes

Reaction equation

HRID 1493566 reaction equation
[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[N:10]=[C:9]1[Cl:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][N:19]([CH3:23])[CH2:20][CH2:21][NH2:22]>>[ClH:17].[ClH:17].[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[N:10]=[C:9]1[NH:22][CH2:21][CH2:20][N:19]([CH3:23])[CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 10847849HCID 10847849, compound

Product 1

HCID 21647625HCID 21647625, compound

Procedure

Grams 5 of 3-benzyl-2-chloro-3H-imidazo[4,5-b]pyridine and 9 ml N,N-dimethylethylenediamine are refluxed for 3 hours, then the amine in excess is removed by evaporation under vacum, the oily residue taken up with absolute ethyl alcohol and 10 ml 32% hydrochloric acid are added thereto, the solid crystalline filtered and washed with absolute ethyl alcohol. It is evaporated till dryness and 2.1 g 3-benzyl-2-(2-dimethylaminoethylamino)-3-H-imidazo[4,5-b]pyridine dihydrochloride melting at 262°-264° C. (with decomposition) are obtained.

Workup

  1. customthe amine in excess is removed by evaporation under vacum
  2. additionare added
  3. washthe solid crystalline filtered and washed with absolute ethyl alcohol
  4. customIt is evaporated till dryness and 2.1 g 3-benzyl-2-(2-dimethylaminoethylamino)-3-H-imidazo[4,5-b]pyridine dihydrochloride melting at 262°-264° C. (with decomposition)
  5. customare obtained

Sources & evidence

ORD record
ord-99ab89544fc2411a87943813d1ea45ad
Source dataset
uspto-grants-1991_06
Patent number
US05023256

Reaction notes

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