Potassium thiocyanate → HCID 178490136, compound

HRID 981569Notes

Reaction equation

HRID 981569 reaction equation
CO[CH:3](OC)[CH2:4][NH:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1.[C:19]([S-:21])#[N:20].[K+]>C(O)C.O.Cl>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][CH2:7][CH2:6][N:5]2[CH:4]=[CH:3][N:20]=[C:19]2[SH:21])=[CH:10][CH:11]=1

Participants

6

Reactant 2

HCID 516872Potassium thiocyanateHCID 14576739HCID 14576739, compound

Product 1

HCID 178490136HCID 178490136, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 3.62 g (.014 mole) of N-[3-(4-methoxyphenyl)propyl]aminoacetaldehyde dimethyl acetal and 1.4 g (.0144 mole) of KSCN in 20 ml of ethanol, 5 ml of H2O and 2 ml of concentrated HCl was refluxed for five hours. Fifty ml of H2O was added, the mixture was cooled and a solid was filtered, washed with H2O and dried. Recrystallization from ethanol gave 1-[3-(4-methoxyphenyl)propyl]-2-mercaptoimidazole, 2.4 g (69%), mp 108-109°.

Workup

  1. temperaturethe mixture was cooled
  2. filtrationa solid was filtered
  3. washwashed with H2O
  4. customdried
  5. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-05f1017ce60e4d3e869fba52eafa7490
Source dataset
uspto-grants-1991_02
Patent number
US04992459

Reaction notes

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