Water → HCID 14771490, compound

HRID 1742638Notes

Reaction equation

HRID 1742638 reaction equation
[C:1](Cl)(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([CH2:18][N+:19]#[C-:20])(=[O:17])=[O:16])=[CH:11][CH:10]=1.[OH-].[K+].O>COCCOC>[CH:2]([C:1]1[O:5][CH:20]=[N:19][C:18]=1[S:15]([C:12]1[CH:13]=[CH:14][C:9]([O:8][CH3:7])=[CH:10][CH:11]=1)(=[O:16])=[O:17])([CH3:4])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 62325Isobutyryl chlorideHCID 19417623HCID 19417623, compound

Product 1

HCID 14771490HCID 14771490, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

1.1 g (0.0103 mole) of isobutyryl chloride in 10 ml of 1,2dimethoxyethane is added rapidly at a temperature between 15° and 20° C. to a mixture of 2.1 g (0.01 mole) of 4-methoxy benzenesulfonyl methylisonitrile in 10 ml of 1,2-dimethoxyethane in the presence of 0.65 g (0.0116 mole) of potassium hydroxide. The mixture is stirred for 3 h at about 20° C., cooled in an ice bath and water is added. An oil precipitates which solidifies in the presence of a little methanol. In this manner, 0.45 g of 5-isopropyl 4-(4-methoxy benzenesulfonyl)oxazole is obtained which is recrystallized from 5 ml of isopropanol to give 0.4 g, i.e. a yield of 14.2%. M.p.: 98°-100° C.

Workup

  1. temperaturecooled in an ice bath
  2. customAn oil precipitates which

Sources & evidence

ORD record
ord-9e43dd426bac4422b6ba4abf7c2a900a
Source dataset
uspto-grants-1994_08
Patent number
US05340820

Reaction notes

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