Ethanol → HCID 178503891, compound

HRID 652706Notes

Reaction equation

HRID 652706 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[S:11])=[CH:5][CH:4]=1)#[N:2].[N:12]#[C:13][NH2:14].[Na].[CH2:16](O)C>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10](=[N:12][C:13]#[N:14])[S:11][CH3:16])=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 17626Benzonitrile, 4-isothiocyanato-HCID 57375518Cyanamidnatrium

Product 1

HCID 178503891HCID 178503891, compoundYield 70%

Procedure

A mixture of 32 g (0.2 mole) of 4-cyanophenyl isothiocyanate and 12.8 g (0.2 mole) of monosodium cyanamide in 100 cm3 of absolute ethanol is kept at the boiling point for 2 hours. After cooling, the resulting precipitate is filtered and washed with 200 cm3 of absolute ethanol. The solid is then suspended in a solution of dimethyl sulfate (25 g, that is, 0.2 mole) in 500 cm3 of ethanol; the mixture is heated for 2 hours at the boiling temperature. The final precipitate is filtered, washed with 2×100 cm3 of water and with 2×100 cm3 of ethanol, then dried in vacuo. 32.8 g (yield 70%) of a white solid with a melting point of 220°-225° C. are obtained.

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting precipitate is filtered
  3. washwashed with 200 cm3 of absolute ethanol
  4. temperaturethe mixture is heated for 2 hours at the boiling temperature
  5. filtrationThe final precipitate is filtered
  6. washwashed with 2×100 cm3 of water and with 2×100 cm3 of ethanol
  7. customdried in vacuo

Sources & evidence

ORD record
ord-66cc4accaa844975881a8265d7bd3c21
Source dataset
uspto-grants-1987_06
Patent number
US04673582

Reaction notes

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