Neopentyl isothiocyanate → HCID 14569041, compound

HRID 847164Notes

Reaction equation

HRID 847164 reaction equation
[N:1]#[C:2][NH2:3].[Na].[CH3:5][C:6]([N:10]=[C:11]=[S:12])([CH3:9])[CH2:7][CH3:8]>C(O)C>[C:2]([NH:3][C:11]([NH:10][C:6]([CH3:9])([CH3:5])[CH2:7][CH3:8])=[S:12])#[N:1]

Participants

4

Reactant 2

HCID 11105389Neopentyl isothiocyanateHCID 57375518Cyanamidnatrium

Product 1

HCID 14569041HCID 14569041, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of monosodium cyanamide (0.64 g, 10 mmol) in absolute ethanol (30 mL), 1,1-dimethylpropylisothiocyanate (1.29 g, 10 mmol) was added slowly at room temperature. Exothermic reaction occurred during addition and near the end of the addition, the initially heterogeneous mixture became a homogeneous solution. It was allowed to stir at room temperature for 2 hours and then heated at 75° C. for 1 hour. The reaction mixture was cooled to room temperature and the solid was filtered. The filtrate solution was concentrated to yield the title A compound (1.6 g) as a colorless solid.

Workup

  1. additionwas added slowly at room temperature
  2. customExothermic reaction
  3. additionoccurred during addition and near the end of the addition
  4. temperatureheated at 75° C. for 1 hour
  5. temperatureThe reaction mixture was cooled to room temperature
  6. filtrationthe solid was filtered
  7. concentrationThe filtrate solution was concentrated

Sources & evidence

ORD record
ord-15b6e6c1ddaa477f89732369e1cd4c2d
Source dataset
uspto-grants-1992_08
Patent number
US05140031

Reaction notes

Loading…