Diethylcarbamoyl chloride → N,N-Diethyl carbamoyl thiocyanate

HRID 353982Notes

Reaction equation

HRID 353982 reaction equation
[S-:1][C:2]#[N:3].[Na+].[CH2:5]([N:7]([CH2:11][CH3:12])[C:8](Cl)=[O:9])[CH3:6]>C(#N)C>[CH2:5]([N:7]([CH2:11][CH3:12])[C:8]([S:1][C:2]#[N:3])=[O:9])[CH3:6]

Participants

4

Conditions

Temperature
80 °C

Procedure

A suspension of sodium thiocyanate (3.30 g, 40.7 mmol) in dry acetonitrile (25 mL) at 80° C. was treated dropwise with a solution of N,N-diethyl carbamoyl chloride (5.0 g, 36.9 mmol) in dry acetonitrile (15 mL). The reaction mixture was stirred at 80° C. for 50 min, cooled to room temperature, then filtered through a fine glass frit. The resulting filtrate was used as a 0.9 M solution of N,N-diethyl carbamoyl thiocyanate in acetonitrile.

Workup

  1. temperaturecooled to room temperature
  2. filtrationfiltered through a fine glass frit

Sources & evidence

ORD record
ord-fc4f44047e62413988f74e10ccb54b5a
Source dataset
uspto-grants-2004_06
Patent number
US06756372B2

Reaction notes

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