Triethylamine → 2-Isopropoxy-[N-methyl-N-(4-tert-butylphenylthiosulfenyl)carbamoyloxy]benzene

HRID 1112408Notes

Reaction equation

HRID 1112408 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])([CH3:3])[CH3:2].[CH3:12][N:13]([S:17][S:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:21][CH:20]=1)[C:14](F)=[O:15].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:14](=[O:15])[N:13]([CH3:12])[S:17][S:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([CH3:26])([CH3:28])[CH3:27])=[CH:21][CH:20]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 209492-IsopropoxyphenolHCID 23333006N-Methyl-N(4-t-Butylphenylthiosulfenyl) Carbamoyl Fluoride

Product 1

HCID 227640382-Isopropoxy-[N-methyl-N-(4-tert-butylphenylthiosulfenyl)carbamoyloxy]benzeneYield 23.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4.0 g (0.026 m) of 2-isopropoxyphenol and 7.11 g (0.026 m) of N-methyl-N-(p-tert-butylphenylthiosulfenyl)carbamoyl fluoride in 75 ml of toluene was added 2.63 g (0.026 m) of triethylamine. After stirring for 48 hours the reaction mixture was washed with water and dried over anhydrous MgSO4. The product was purified by dry column chromatography to give 2.5g of a white solid. m.p. 84°-85° C.

Workup

  1. washwas washed with water
  2. dry with materialdried over anhydrous MgSO4
  3. customThe product was purified
  4. customby dry column chromatography

Sources & evidence

ORD record
ord-645733e2950348eb998225ba5213f8e8
Source dataset
uspto-grants-1978_10
Patent number
US04122204

Reaction notes

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