Dimethyl Sulfoxide → HCID 54508624, compound

HRID 1076242Notes

Reaction equation

HRID 1076242 reaction equation
Cl[CH:2]([C:4]1[N:5]=CSC=1)[CH3:3].[C-:9]#[N:10].[Na+].[CH3:12][S:13]([CH3:15])=O>>[S:13]1[CH:15]=[C:9]([CH:2]([CH3:3])[C:4]#[N:5])[N:10]=[CH:12]1

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 8929Sodium CyanideHCID 215395144-(1-Chloroethyl)thiazole

Product 1

HCID 54508624HCID 54508624, compound

Procedure

A solution of 7.8 g. of 4-(α-chloroethyl)thiazole is added dropwise to a suspension of 5.2 g. of sodium cyanide in 100 ml. of dimethylsulfoxide. The mixture is heated at 50° for two hours, then diluted with 150 ml. of a 5% aqueous sodium carbonate solution and extracted with ether. The extract is dried and concentrated to give α-(4-thiazolyl)propionitrile.

Workup

  1. temperatureThe mixture is heated at 50° for two hours
  2. additiondiluted with 150 ml
  3. extractionof a 5% aqueous sodium carbonate solution and extracted with ether
  4. customThe extract is dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-f082f2ecf6064dcdb32929aff4d4b02c
Source dataset
uspto-grants-1976_05
Patent number
US03956325

Reaction notes

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