Potassium Carbonate → HCID 178472294, compound

HRID 980339Notes

Reaction equation

HRID 980339 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[NH:17][C:18](=[S:21])[NH:19][CH:20]=2)[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:29]([CH3:35])[C:30]([O:32][CH2:33][CH3:34])=[O:31]>CC(C)=O>[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[N:17]=[C:18]([S:21][CH:29]([CH3:35])[C:30]([O:32][CH2:33][CH3:34])=[O:31])[NH:19][CH:20]=2)[CH:8]=[C:9]([C:12]([CH3:14])([CH3:15])[CH3:13])[C:10]=1[OH:11])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 13107026HCID 13107026, compound

Product 1

HCID 178472294HCID 178472294, compoundYield 39.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

By following the same procedure as in Example 10 using 1.8 g of 4-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-thioxo-4-imidazoline, 30 ml of dry acetone, 0.99 g of potassium carbonate, and 1.3 g of ethyl α-bromopropionate and recrystallizing the product from a mixture of toluene and cyclohexane, 0.95 g of ethyl 2-[4-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-imidazolylthio]propionate was obtained.

Workup

  1. customrecrystallizing the product
  2. additionfrom a mixture of toluene and cyclohexane

Sources & evidence

ORD record
ord-ae0783265f844418aca6df0b24fdd39f
Source dataset
uspto-grants-1987_01
Patent number
US04636516

Reaction notes

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