Thiourea → HCID 57421215, compound

HRID 507853Notes

Reaction equation

HRID 507853 reaction equation
NC(N)=[S:3].Br[C:6]([CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)([CH3:8])[CH3:7]>CO>[CH:9]1([C:6]([SH:3])([CH3:8])[CH3:7])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 57421216HCID 57421216, compound

Product 1

HCID 57421215HCID 57421215, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 mmol of thiourea is added to a stirred solution of 1 mmol of (1-bromo-1-methyl-ethyl)-cyclohexane [BRN 2424910] in methanol and the mixture is stirred for 12 hours at room temperature. The solvent is removed under reduced pressure and the residue is then suspended in 10 ml of 2N NaOH and heated at 60° C. for 3 hours. The reaction mixture is cooled to room temperature and extracted with tert-butyl methyl ether (3×). The combined organic phases are dried over sodium sulphate and concentrated by evaporation. The crude titel compound is used without further purification.

Workup

  1. customThe solvent is removed under reduced pressure
  2. temperatureheated at 60° C. for 3 hours
  3. temperatureThe reaction mixture is cooled to room temperature
  4. extractionextracted with tert-butyl methyl ether (3×)
  5. dry with materialThe combined organic phases are dried over sodium sulphate
  6. concentrationconcentrated by evaporation
  7. customThe crude titel compound is used without further purification

Sources & evidence

ORD record
ord-498d43ed5eb7427f843af5962f6f90f5
Source dataset
uspto-grants-2010_08
Patent number
US07786307B2

Reaction notes

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