Sulfuric Acid → HCID 86737540, compound

HRID 126995Notes

Reaction equation

HRID 126995 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH:15]([C:16]([OH:18])=[O:17])[CH2:14][C:13]([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)=[N:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:24][C:25](=[CH2:27])[CH3:26].S(=O)(=O)(O)O>CCOCC>[CH2:1]([O:8][C:9]([N:11]1[CH:15]([C:16]([O:18][C:25]([CH3:27])([CH3:26])[CH3:24])=[O:17])[CH2:14][C:13]([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)=[N:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 20288724(+/-)-4,5-Dihydro-1-(benzyloxycarbonyl)-3-(2-thienyl)-1H-pyrazole-5-carboxylic acid

Product 1

HCID 86737540HCID 86737540, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 6.6 g of (±)-4,5-dihydro-1-(benzyloxycarbonyl)-3-(2-thienyl)-1H-pyrazole-5-carboxylic acid, 5 ml of isobutylene, 25 ml of ether and 0.25 ml of concentrated sulfuric acid is shaken in a pressure vessel for about 16 hours. The reaction vessel is vented (-10° C.) and the contents are washed with ice cold aqueous sodium hydroxide. The organic fraction is dried over anhydrous magnesium sulfate and concentrated in vacuo to give the title compound.

Workup

  1. custom(-10° C.)
  2. washthe contents are washed with ice cold aqueous sodium hydroxide
  3. dry with materialThe organic fraction is dried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6b242c2ec9d541f9baf79fab80cb00b6
Source dataset
uspto-grants-1981_03
Patent number
US04254267

Reaction notes

Loading…