Phenylsulphonyl isocyanate → HCID 21161933, compound

HRID 893959Notes

Reaction equation

HRID 893959 reaction equation
[C:1]([CH:3]1[CH2:5][NH:4]1)#[N:2].[C:6]1([S:12]([N:15]=[C:16]=[O:17])(=[O:14])=[O:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1(C)C=CC=CC=1>[C:6]1([S:12]([NH:15][C:16]([N:4]2[CH2:5][CH:3]2[C:1]#[N:2])=[O:17])(=[O:13])=[O:14])[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 76096Phenylsulphonyl isocyanateHCID 118115Aziridine-2-carbonitrile

Product 1

HCID 21161933HCID 21161933, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

0.82 g. 2-Cyanoaziridine are dissolved in 8 ml. toluene and, while cooling with ice, 2 g. phenylsulphonyl isocyanate, dissolved in 10 ml. toluene, are added dropwise thereto. After further stirring the reaction mixture for 45 minutes at ambient temperature, the precipitated crystals are filtered off with suction, washed with diethyl ether and dried in a vacuum. There is thus obtained 1.45 g. (53% of theory) 1-(N-phenylsulphonyl-carbamoyl)2-cyanoaziridine in the form of white crystals; m.p. 103°-108° C.

Workup

  1. filtrationthe precipitated crystals are filtered off with suction
  2. washwashed with diethyl ether
  3. customdried in a vacuum

Sources & evidence

ORD record
ord-32bec4dd1a7d41cda72771102d6693f7
Source dataset
uspto-grants-1981_08
Patent number
US04282212

Reaction notes

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