Potassium Carbonate → HCID 140521633, compound

HRID 2261948Notes

Reaction equation

HRID 2261948 reaction equation
S(O)(O)(=O)=O.[CH3:6][S:7][C:8](=[NH:10])[NH2:9].C(=O)([O-])[O-].[K+].[K+].Cl[C:18]([O:20][CH2:21][CH2:22][CH:23]=[CH2:24])=[O:19]>C1(C)C=CC=CC=1.O>[CH2:21]([O:20][C:18](=[O:19])[NH:10][C:8](=[NH:9])[S:7][CH3:6])[CH2:22][CH:23]=[CH2:24]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 752702-Methyl-2-thiopseudourea sulfateHCID 33865263-Butenyl chloroformate

Product 1

HCID 140521633HCID 140521633, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

To a solution of 2-methyl-2-thiopseudourea sulfate (12 g, 278 mmol) and potassium carbonate (12 g, 138 mmol) in toluene (50 ml) and water (50 ml) at 25° C. was added but-3-en-1-yl chloroformate (3.0 g, 134 mmol) then stirred for 2.5 h. The biphasic reaction mixture was separated, and the organic phase was washed with water (2×80 ml), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to afford but-3-en-1-yl[imino(methylthio)methyl]carbamate (4.0 g, 96%). MS (EI) for C7H12N2O2S: 287 (MH+).

Workup

  1. customThe biphasic reaction mixture
  2. customwas separated
  3. washthe organic phase was washed with water (2×80 ml)
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-86db1f2941ea45b8b70d981a42197c20
Source dataset
uspto-grants-2010_12
Patent number
US07846959B2

Reaction notes

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