Carbon Disulfide → HCID 21482942, compound

HRID 1415539Notes

Reaction equation

HRID 1415539 reaction equation
[OH:1][CH:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[CH2:3][NH:4][CH2:5][CH2:6][NH2:7].[C:14](=S)=[S:15]>C(O)CCC>[OH:1][CH:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[CH2:3][N:4]1[CH2:5][CH2:6][NH:7][C:14]1=[S:15]

Participants

4

Reactant 2

HCID 6348Carbon DisulfideHCID 21482921HCID 21482921, compound

Product 1

HCID 21482942HCID 21482942, compoundYield 76.4%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

N-[2-hydroxy-2-(2-pyridyl)ethyl]ethylene-diamine (17 g.) is dissolved in n-butanol (170 cc.) and carbon disulphide (21.4 g.) is added to the solution. During the addition, the temperature rises from 20° to 34° C. The mixture is stirred for 15 minutes and is then heated under reflux for 30 minutes. After concentration under reduced pressure (20 mm.Hg), the residue is taken up in ethyl acetate (100 cc.). The product which crystallises is filtered off and then dried. 1-[2-Hydroxy-2-(2-pyridyl)ethyl]imidazolidine-2-thione (16 g.), which melts at 120° C., is thus obtained.

Workup

  1. additionDuring the addition
  2. customrises from 20° to 34° C
  3. temperatureis then heated
  4. temperatureunder reflux for 30 minutes
  5. concentrationAfter concentration under reduced pressure (20 mm.Hg)
  6. customThe product which crystallises
  7. filtrationis filtered off
  8. customdried

Sources & evidence

ORD record
ord-27551e1fbf4e4635aad99858fe5055f2
Source dataset
uspto-grants-1977_01
Patent number
US04005212

Reaction notes

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