Hydrogen Sulfide → HCID 178444830, compound

HRID 1194325Notes

Reaction equation

HRID 1194325 reaction equation
[C:1]([NH:3][C:4]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10]CC)=[NH:5])#[N:2].C(N[CH2:16][CH3:17])C.[SH2:18]>CO>[CH3:16][CH2:17][CH:7]([NH:6][C:4]([NH:3][C:1]([NH2:2])=[S:18])=[NH:5])[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 8021DiethylamineHCID 178444829HCID 178444829, compound

Product 1

HCID 178444830HCID 178444830, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Gaseous hydrogen sulfide was bubbled through a mixture of 4.5 g. (0.027 mole) of 1-cyano-3-n-hexylguanidine, 75 ml. of methanol and 0.5 ml. of diethylamine for 6 hours, with stirring. Stirring was continued for 16 hours and then the mixture was heated to reflux temperature and hydrogen sulfide was again bubbled through the mixture. The resulting mixture was heated under reflux for an additional 16 hours, and then it was cooled to room temperature and evaporated in vacuo. The residue was chromatographed on silica gel, eluting with 1:9 methanol-chloroform to give 4.4 g. of the title compound as a solid.

Workup

  1. customGaseous hydrogen sulfide was bubbled through a mixture of 4.5 g
  2. stirringStirring
  3. temperaturethe mixture was heated
  4. customwas again bubbled through the mixture
  5. temperatureThe resulting mixture was heated
  6. temperatureunder reflux for an additional 16 hours
  7. customevaporated in vacuo
  8. customThe residue was chromatographed on silica gel
  9. washeluting with 1:9 methanol-chloroform
  10. customto give 4.4 g

Sources & evidence

ORD record
ord-2341d88d2f2c47ec957acd72ec9f5bee
Source dataset
uspto-grants-1989_03
Patent number
US04814341

Reaction notes

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