Sodium Carbonate → 1-(2-Methylthiobenzoyl)-2-cyanoaziridine

HRID 2286564Notes

Reaction equation

HRID 2286564 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[S:5].[C:11]([CH:13]1[CH2:15][NH:14]1)#[N:12].C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)C>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:14]1[CH2:15][CH:13]1[C:11]#[N:12])=[S:5]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 118115Aziridine-2-carbonitrileHCID 128493892-Methylbenzenecarbothioyl chloride

Product 1

HCID 234616071-(2-Methylthiobenzoyl)-2-cyanoaziridine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.86 g. 2-Methylthiobenzoyl chloride is dissolved in 14 ml. anhydrous diethyl ether and this solution is added dropwise at ambient temperature to a solution of 0.68 g. 2-cyanoaziridine in 8.6 ml. aqueous 2 N sodium carbonate solution and then stirred for 2 hours, whereafter the ethereal phase is separated off and evaporated to give 1.72 g. of residue which is triturated with 4 ml. isopropanol. There is thus obtained 1.35 g. 1-(2-methylthiobenzoyl)-2-cyanoaziridine; m.p. 67°-69° C.

Workup

  1. customis separated off
  2. customevaporated
  3. customto give 1.72 g
  4. customof residue which is triturated with 4 ml

Sources & evidence

ORD record
ord-44efd5ac340b47d2847566bd664ded76
Source dataset
uspto-grants-1981_05
Patent number
US04267174

Reaction notes

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