Ethyl isothiocyanatoformate → HCID 21162010, compound

HRID 893958Notes

Reaction equation

HRID 893958 reaction equation
[CH2:1]([O:3][C:4]([N:6]=[C:7]=[S:8])=[O:5])[CH3:2].[C:9]([CH:11]1[CH2:13][NH:12]1)#[N:10]>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([NH:6][C:7]([N:12]1[CH2:13][CH:11]1[C:9]#[N:10])=[S:8])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 85320Ethyl isothiocyanatoformateHCID 118115Aziridine-2-carbonitrile

Product 1

HCID 21162010HCID 21162010, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

3.94 g. Ethoxycarbonyl isothiocyanate are dissolved in 75 ml. anhydrous toluene and to this there is added dropwise, at a temperature between 20° and 30° C., a solution of 2.04 g. 2-cyanoaziridine in 50 ml. toluene. The reaction mixture is stirred at ambient temperature for a further hour and the crystals obtained are filtered off with suction, washed with toluene and then triturated with diethyl ether. There are thus obtained 4 g. 1-(N-ethoxycarbonyl-thiocarbamoyl)-2-cyanoaziridine; m.p. 152°-155° C. (foaming up).

Workup

  1. customthe crystals obtained
  2. filtrationare filtered off with suction
  3. washwashed with toluene
  4. customtriturated with diethyl ether

Sources & evidence

ORD record
ord-aa3b10defa464d94a546a7206e77fc67
Source dataset
uspto-grants-1981_08
Patent number
US04282212

Reaction notes

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