Triethylamine → HCID 21390694, compound

HRID 2397866Notes

Reaction equation

HRID 2397866 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[O:8][N:7]=1.C(N(CC)CC)C.[C:25](Cl)(Cl)=[S:26]>O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([N:17]=[C:25]=[S:26])=[CH:13][CH:12]=2)[O:8][N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 230082014-[3-(2-Furanyl)-1,2,4-oxadiazol-5-yl]benzenamine

Product 1

HCID 21390694HCID 21390694, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-(2-furyl)-5-(4-aminophenyl)-1,2,4-oxadiazole (5.1 g, 0.02 mole) in 150 ml of dry tetrahydrofuran containing 3.1 ml of triethylamine, thiophosgene 2.53 g (0.02 mole) is added and the mixture is stirred at room temperature for 4 hours. After filtration, the solvent is evaporated in vacuo and the product is crystallized from petroleum ether to give 4.0 g (68%) of the title compound, m.p. 136°-137° .

Workup

  1. filtrationAfter filtration
  2. customthe solvent is evaporated in vacuo
  3. customthe product is crystallized from petroleum ether

Sources & evidence

ORD record
ord-2bba20cd368d4f80a81b76e9d3cfef99
Source dataset
uspto-grants-1977_05
Patent number
US04022901

Reaction notes

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