Triethylamine → HCID 21390703, compound

HRID 2397870Notes

Reaction equation

HRID 2397870 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)[N:9]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:26](Cl)(Cl)=[S:27]>O1CCCC1>[N:1]([C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)[N:9]=2)=[CH:4][CH:3]=1)=[C:26]=[S:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 21942634HCID 21942634, compound

Product 1

HCID 21390703HCID 21390703, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.09 g of 5-(4-aminophenyl)-3-(2-pyridyl)-1,2,4-oxadiazole in 200 ml of dry tetrahydrofuran containing 0.42 g of triethylamine, 0.50 g of thiophosgene is added and the mixture stirred at room temperature for 6 hours. After filtration, the solution is evaporated in vacuo to give the crude product. It is crystallized from petroleum ether to give 0.65 g (54%) of the title product, m.p. 145°-146° .

Workup

  1. filtrationAfter filtration
  2. customthe solution is evaporated in vacuo
  3. customto give the crude product
  4. customIt is crystallized from petroleum ether

Sources & evidence

ORD record
ord-832da929df924eb1a8935560bd6663f0
Source dataset
uspto-grants-1977_05
Patent number
US04022901

Reaction notes

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