Hydrochloric Acid → HCID 178493227, compound

HRID 1930597Notes

Reaction equation

HRID 1930597 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)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

6

Reactant 3

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 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 residue was poured on potassium carbonate (1.730 g, 12.52 mmol) in water (60 mL) and then put 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 (52.3%). MS (ES+) m/z 246.2 (M+H)+

Workup

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

Sources & evidence

ORD record
ord-747b10de2d1d40299d4b993bc021f52f
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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