4-(Dimethylamino)Benzaldehyde → 1-[[p-(Dimethylamino)benzylidene]amino]-2-ethylimidazole hydrochloride

HRID 1762371Notes

Reaction equation

HRID 1762371 reaction equation
[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[ClH:12].[NH2:13][N:14]1[CH:18]=[CH:17][N:16]=[C:15]1[CH2:19][CH3:20]>C(O)(=O)C>[ClH:12].[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[N:13][N:14]2[CH:18]=[CH:17][N:16]=[C:15]2[CH2:19][CH3:20])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 200429171-Amino-2-ethylimidazole hydrochloride

Product 1

HCID 703519051-[[p-(Dimethylamino)benzylidene]amino]-2-ethylimidazole hydrochloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.24 g (15 mmol) of p-dimethylaminobenzaldehyde are added to a solution of 2.22 g (15 mmol) of 1-amino-2-ethylimidazole hydrochloride in 40 ml of glacial acetic acid. After leaving to stand at room temperature for 24 hours the product is crystallized out by the addition of ether and subsequently recrystallized from ethanol/ether. There is obtained 1-[[p-(dimethylamino)benzylidene]amino]-2-ethylimidazole hydrochloride of melting point 226°-228°.

Workup

  1. customAfter leaving
  2. customthe product is crystallized out by the addition of ether
  3. customsubsequently recrystallized from ethanol/ether

Sources & evidence

ORD record
ord-4256ad2d57cd4f69aa6d18d4b66fbad9
Source dataset
uspto-grants-1989_05
Patent number
US04831151

Reaction notes

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