Triethylamine → HCID 20330247, compound

HRID 2057753Notes

Reaction equation

HRID 2057753 reaction equation
[C:1](Cl)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2].[CH2:9]([O:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([NH:18][NH2:19])=[O:17])=[CH:14][CH:13]=1)[CH3:10].C(N(CC)CC)C>O1CCOCC1>[C:1]([NH:19][NH:18][C:16](=[O:17])[C:15]1[CH:20]=[CH:21][C:12]([O:11][CH2:9][CH3:10])=[CH:13][CH:14]=1)([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[O:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 1435614-Ethoxybenzhydrazide

Product 1

HCID 20330247HCID 20330247, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

29 g of ethoxalyl chloride are added, in the course of 30 minutes, to 36 g of 4-ethoxybenzhydrazide and 21.3 g of triethylamine in 360 ml of anhydrous dioxane, whilst keeping the temperature of the reaction medium at about 10° C. The stirring is continued (sic) for about two hours, whilst allowing the temperature to return to the ambient value. The reaction mixture is filtered, the filtrate is concentrated under reduced pressure (20 mm Hg, 50° C.) and the residue is stirred in the presence of 200 ml of isopropyl ether and then filtered off. After drying (20° C., 1 mm Hg), 50.8 g of 1-ethoxalyl-2-(4-ethoxybenzoyl)-hydrazine, which melts at 126° C. after a first melting at 120° C., are obtained. Yield: 90.7%.

Workup

  1. customat about 10° C
  2. customfor about two hours
  3. filtrationThe reaction mixture is filtered
  4. concentrationthe filtrate is concentrated under reduced pressure (20 mm Hg, 50° C.)
  5. filtrationfiltered off
  6. dry with materialAfter drying (20° C., 1 mm Hg), 50.8 g of 1-ethoxalyl-2-(4-ethoxybenzoyl)-hydrazine, which melts at 126° C. after a first melting at 120° C.
  7. customare obtained

Sources & evidence

ORD record
ord-7f03a5e3ca5f432dab7702c73ea1aa18
Source dataset
uspto-grants-1980_07
Patent number
US04212867

Reaction notes

Loading…