Thiocarbonic acid, anhydrosulphide with methyl thiohypochlorite → HCID 13604347, compound

HRID 1380039Notes

Reaction equation

HRID 1380039 reaction equation
[SH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][NH:7][C:6]1=[O:16].[CH3:17][O:18][C:19]([S:21]Cl)=[O:20]>CO>[CH3:17][O:18][C:19]([S:21][S:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][NH:7][C:6]1=[O:16])=[O:20]

Participants

4

Reactant 2

HCID 123417Thiocarbonic acid, anhydrosulphide with methyl thiohypochloriteHCID 13604343HCID 13604343, compound

Product 1

HCID 13604347HCID 13604347, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6.7 g of 1-(3-mercaptopropyl-5-phenyl-2-imidazolidinone in 70 ml of methanol, cooled to 0°, there is added dropwise 3.9 g of methoxy carbonylsulfenyl chloride over a fifteen minute period. The solution is allowed to stir at 0° for 1 hour and at room temperature for four hours. The reaction is concentrated in vacuo and the residual oil eluted on a silica gel column with ethyl acetate. The product is purified further by recrystallization from isopropyl ether, m.p. 98°-100° C.

Workup

  1. concentrationThe reaction is concentrated in vacuo
  2. washthe residual oil eluted on a silica gel column with ethyl acetate
  3. customThe product is purified further by recrystallization from isopropyl ether, m.p. 98°-100° C.

Sources & evidence

ORD record
ord-8f41c2b2ef0347e790857c0e1f0a6275
Source dataset
uspto-grants-1986_04
Patent number
US04579857

Reaction notes

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