Barium Carbonate → HCID 86737305, compound

HRID 1577428Notes

Reaction equation

HRID 1577428 reaction equation
Cl.[NH2:2][OH:3].C(=O)([O-])[O-].[Ba+2].[CH3:9][CH:10]1[CH:14]([C:15]([O:17][CH3:18])=[O:16])[C:13](=O)[CH:12]([CH3:20])[S:11]1>C(O)C>[OH:3][N:2]=[C:13]1[CH:12]([CH3:20])[S:11][CH:10]([CH3:9])[CH:14]1[C:15]([O:17][CH3:18])=[O:16]

Participants

5

Reactant 3

HCID 10563Barium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 15526293HCID 15526293, compound

Product 1

HCID 86737305HCID 86737305, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride, 145 g (2.09 mol), and barium carbonate (J. T. Baker Chemical Company), 219.2 g (1.11 mol), are added to a solution of 89.3 g (0.474 mol) of tetrahydro-2,5-dimethyl-4-oxo-3-thiophenecarboxylic acid, methyl ester (Example C) in 1 L of absolute ethanol. The suspension is stirred and refluxed for sixteen hours, cooled, filtered through Supercell Hyflo® (Johns-Manville), the filtrate evaporated and the residue dissolved in 500 ml of diethyl ether. The diethyl ether solution is washed with 500 ml of water (2 times). The diethyl ether layer is separated, dried over anhydrous Na2SO4 and evaporated to give 83.7 g of tetrahydro-4-(hydroxyimino)-2,5-dimethyl-3-thiophene-carboxylic acid, methyl ester as an orange liquid.

Workup

  1. temperaturerefluxed for sixteen hours
  2. temperaturecooled
  3. filtrationfiltered through Supercell Hyflo® (Johns-Manville)
  4. customthe filtrate evaporated
  5. dissolutionthe residue dissolved in 500 ml of diethyl ether
  6. washThe diethyl ether solution is washed with 500 ml of water (2 times)
  7. customThe diethyl ether layer is separated
  8. dry with materialdried over anhydrous Na2SO4
  9. customevaporated

Sources & evidence

ORD record
ord-4577f63d67654817b25b7a25b632d0d3
Source dataset
uspto-grants-1981_09
Patent number
US04287340

Reaction notes

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