Sulfuric Acid → HCID 21536606, compound

HRID 1076440Notes

Reaction equation

HRID 1076440 reaction equation
[C:1]1([S:7][CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na].[C:12](#[N:15])[CH:13]=[CH2:14].S(=O)(=O)(O)O>C(OCC)(=O)C>[C:1]1([S:7][CH2:8][CH2:9][O:10][CH2:14][CH2:13][C:12]#[N:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 7855AcrylonitrileHCID 696852-(Phenylthio)ethanolHCID 5360545Sodium

Product 1

HCID 21536606HCID 21536606, compoundYield 88.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

a well defined print in a full yellow shade is obtained with no staining on adjacent white carpet. The wash off liquor contains a negligible quantity of colour. The 3-[2'-(phenylthio)ethoxy]propionitrile used as printing assistant in the above Example 4 is prepared as follows: 15.4 g 2-(phenylthio)ethanol and 0.3 g of a concentrated aqueous mixture of sodium and potassium hydroxides are stirred at room temperature and treated with 6.0 g acrylonitrile over a period of 2 hours. The temperature is not allowed to rise above 42°C. After the addition, stirring is continued for a further 2 hours. The alkaline catalyst is then neutralised with dilute sulphuric acid, the organic product is dissolved in ethyl acetate, washed with water, separated and dried over magnesium sulphate. The ethyl acetate is distilled leaving 18.3 g of 3-[2'-(phenylthio)-ethoxy]propionitrile.

Workup

  1. customa well defined print in a full yellow shade is obtained with no staining on adjacent white carpet
  2. washThe wash off liquor
  3. customis prepared
  4. customto rise above 42°C
  5. additionAfter the addition
  6. washwashed with water
  7. customseparated
  8. dry with materialdried over magnesium sulphate
  9. distillationThe ethyl acetate is distilled

Sources & evidence

ORD record
ord-9c36c432af45471f930d10f7564ac434
Source dataset
uspto-grants-1976_05
Patent number
US03957430

Reaction notes

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