3-Chloropropanesulphonyl chloride → HCID 54042631, compound

HRID 1112569Notes

Reaction equation

HRID 1112569 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][S:5](Cl)(=[O:7])=[O:6].[Na].[C:10]([C:12](=[N:21][OH:22])[C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20])#[N:11]>C1C=CC=CC=1.ClCCl>[Cl:1][CH2:2][CH2:3][CH2:4][S:5]([O:22][N:21]=[C:12]([C:10]#[N:11])[C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20])(=[O:7])=[O:6]

Participants

6

Reactant 3

HCID 154103-Chloropropanesulphonyl chlorideHCID 5360545SodiumHCID 74383124HCID 74383124, compound

Product 1

HCID 54042631HCID 54042631, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A 5.0 g (0.0281 mol) sample of 3-chloropropylsulfonyl chloride was added slowly at about 0° C. (ice bath) to a suspension of 6.7 g (0.0281 mol) of the sodium salt of alpha-cyano-2,6-dichlorobenzaldoxime in 60 ml benzene. The reaction was exothermic. The reaction mixture was stirred at 25° C. for 2 hours during which time a solid product formed. The reaction mixture was then diluted with 200 ml dichloromethane, washed with water, dried over magnesium sulfate and silica gel, and evaporated under reduced pressure to give a yellow oil. The oil was crystallized from ether/hexane to give the product as white crystals, m.p. 86°-88° C. This product is tabulated in Table I as compound No. 12.

Workup

  1. customformed
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate and silica gel
  4. customevaporated under reduced pressure
  5. customto give a yellow oil
  6. customThe oil was crystallized from ether/hexane

Sources & evidence

ORD record
ord-ff4ebcc21a75424585ee50183866e731
Source dataset
uspto-grants-1978_10
Patent number
US04123255

Reaction notes

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