Hydrochloric Acid → HCID 178493227, compound

HRID 1930547

Reaction equation

HRID 1930547 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][C:10]=1[N:11]1[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]1)[NH2:7].[N:17]#[C:18][NH2:19].Cl.C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([NH:7][C:18]([NH2:19])=[NH:17])[CH:8]=[CH:9][C:10]=1[N:11]1[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 11430Potassium CarbonateHCID 674242353-Methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline hydrochloride

Product 1

HCID 178493227HCID 178493227, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline hydrochloride (3 g, 12.52 mmol), cyanamide (0.684 g, 16.27 mmol) and hydrochloric acid (1.564 mL, 18.77 mmol) in ethanol (20 mL) were heated to reflux o.n. The reaction mixture was concentrated under reduced pressure before the resulting mixture was poured on a solution of potassium carbonate (1.730 g, 12.52 mmol) in water (60 mL) and left in refrigerator o.n. The formed carbonate-salt was filtered off, and dried in vacuum oven o.n. The solid was washed with several portions of DCM, dried and used as such in next step.

Workup

  1. temperatureto reflux o.n
  2. concentrationThe reaction mixture was concentrated under reduced pressure before the resulting mixture
  3. waitleft in refrigerator o.n
  4. filtrationThe formed carbonate-salt was filtered off
  5. customdried in vacuum oven o.n
  6. washThe solid was washed with several portions of DCM
  7. customdried

Sources & evidence

ORD record
ord-2a2d78d2c7014e86a895a016a0723b14
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Linked notes

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