Potassium thiocyanate → HCID 178490798, compound

HRID 1607106Notes

Reaction equation

HRID 1607106 reaction equation
Cl.C(O[CH:5](OCC)[CH2:6][NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([Br:17])[CH:10]=1)C.[C:21]([S-:23])#[N:22].[K+]>O.C(O)C.Cl>[Br:17][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[O:15][CH3:16])[CH2:8][N:7]1[CH:6]=[CH:5][N:22]=[C:21]1[SH:23]

Participants

6

Reactant 2

HCID 516872Potassium thiocyanateHCID 13478016HCID 13478016, compound

Product 1

HCID 178490798HCID 178490798, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 10.74 g (0.029 mole) of N-(3-bromo-4-methoxybenzyl)aminoacetaldehyde diethyl acetal hydrochloride and 3.37 g (0.35 mole) of KSCN in 50 ml of H2O, 50 ml of ethanol and 5 ml of 3N HCl was refluxed for 4.5 hr. One hundred ml of H2O was added and the mixture was cooled. A solid was filtered, washed with H2O and dried. Recrystallization from ethanol gave 1-(3-bromo-4-methoxybenzyl)-2-mercaptoimidazole, 6.3 g (72%), mp 188°.

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-b1600c682dc34ff68dd1dfdf7193c849
Source dataset
uspto-grants-1989_09
Patent number
US04863944

Reaction notes

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