Hydrochloric Acid → HCID 20458949, compound

HRID 544472Notes

Reaction equation

HRID 544472 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:9]=[C:8]([CH2:10][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:7]=[CH:6][N:5]2[CH:18]=1.C=O.Cl>CO>[CH3:4][N:5]([CH2:18][C:18]1[N:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:9][C:4]2=[N:3][C:2]=1[CH3:1])[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 20459022HCID 20459022, compound

Product 1

HCID 20458949HCID 20458949, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a one-liter flask there was placed 2-methyl-7-(2-phenylethyl)-imidazo[1,2-a]pyridine (112 g) dimethylamine hydrochloride (41.6 g), paraformaldehyde (15.23 g) and methanol (450 ml) and the mixture was refluxed with stirring for 1.5 hours. Thereafter the mixture was boiled, open to the air, for 3/4 hours. After cooling to room temperature and treatment with concentrated hydrochloric acid (45 ml) the mixture was stirred for 18 hours, filtered and the thick white solid mass formed was washed with methanol and 200 ml of anhydrous ether and dried.

Workup

  1. temperaturethe mixture was refluxed
  2. waitThereafter the mixture was boiled, open to the air, for 3/4 hours
  3. filtrationfiltered
  4. customthe thick white solid mass formed
  5. washwas washed with methanol and 200 ml of anhydrous ether
  6. customdried

Sources & evidence

ORD record
ord-4231f70c25c3425894d2c7d13665cf0f
Source dataset
uspto-grants-1984_05
Patent number
US04450164

Reaction notes

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