2-Propanethiol → HCID 86740971, compound

HRID 365117Notes

Reaction equation

HRID 365117 reaction equation
C(N([CH2:6][CH3:7])CC)C.[CH:8]([SH:11])([CH3:10])C.[CH2:12]([O:14][C:15]1[CH:16]=[C:17]([N:24]=[C:25]=[O:26])[CH:18]=[CH:19][C:20]=1[O:21][CH2:22][CH3:23])[CH3:13]>C1(C)C=CC=CC=1>[CH2:12]([O:14][C:15]1[CH:16]=[C:17]([N:24]([C:6]2[S:11][CH:8]=[CH:10][CH:7]=2)[C:25]([O:14][CH:15]([CH3:16])[CH3:20])=[O:26])[CH:18]=[CH:19][C:20]=1[O:21][CH2:22][CH3:23])[CH3:13]

Participants

5

Reactant 3

HCID 63642-PropanethiolHCID 8471TriethylamineHCID 13236880HCID 13236880, compound

Product 1

HCID 86740971HCID 86740971, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Triethylamine (1 g) and isopropyl mercaptan (0.8 g) were dissolved in toluene (20 ml). To the resultant solution was dropwise added 3,4-diethoxyphenyl isocyanate (2.1 g) in 5 minutes under ice-cooling. After being allowed to stand at room temperature for 12 hours, the reaction mixture was poured into ice-water and extracted with toluene. The extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography using toluene as the eluent to give isopropyl N-(3,4-diethoxyphenyl)thiolcarbamate (Compound No. 88) (2.7 g) in a yield of 95%. M.P., 110°-111° C.

Workup

  1. customin 5 minutes
  2. temperaturecooling
  3. extractionextracted with toluene
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-381cd66a362f4408be15e5d0c557e831
Source dataset
uspto-grants-1986_08
Patent number
US04608385

Reaction notes

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