Phenyl Isothiocyanate → HCID 20521441, compound

HRID 223445Notes

Reaction equation

HRID 223445 reaction equation
C[O-].[Na+].I.[NH:5]=[C:6]1[N:10]([CH3:11])[C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[N:7]1[CH3:16].[C:17]1([N:23]=[C:24]=[S:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C.C1(C)C=CC=CC=1>[CH3:11][N:10]1[C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[N:7]([CH3:16])[C:6]1=[N:5][C:24]([NH:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[S:25]

Participants

6

Reactant 3

HCID 7673Phenyl IsothiocyanateHCID 10942334Sodium MethoxideHCID 20521430HCID 20521430, compound

Product 1

HCID 20521441HCID 20521441, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

Sodium methoxide (0.54 g) was added to a mixture of 2-imino-1,3-dimethylbenzimidazole hydroiodide (3.135 g) in ethanol (10 ml) and brought to reflux, with stirring. Phenylisothiocyanate (1.635 g) in toluene (5 ml) was added to the mixture over 10 minutes and the resulting mixture heated under reflux, with stirring, for 1 hour then cooled in ice. Filtration, washing with ethanol and water and drying gave analytically pure product, mpt 245° C.

Workup

  1. temperatureto reflux
  2. temperaturethe resulting mixture heated
  3. temperatureunder reflux
  4. stirringwith stirring, for 1 hour
  5. temperaturethen cooled in ice
  6. filtrationFiltration
  7. washwashing with ethanol and water
  8. customdrying
  9. customgave analytically pure product, mpt 245° C.

Sources & evidence

ORD record
ord-a9a599d19a7b4c15a37dd84fc39584a7
Source dataset
uspto-grants-1982_10
Patent number
US04355004

Reaction notes

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