Triethylamine → HCID 19808452, compound

HRID 1709227Notes

Reaction equation

HRID 1709227 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7].C(N(CC)CC)C.[C:19](Cl)([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:20]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH:7][C:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:20])[CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 742185-Chloro-2-nitroaniline

Product 1

HCID 19808452HCID 19808452, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 10 g (58 mmol) 5-chloro-2-nitroaniline in 250 ml dry tetrahydrofuran was added 8.5 ml (62 mmol) dry triethylamine. A solution of 7.0 ml (62.7 mmol) ethoxalylchloride in 50 ml dry tetrahydrofuran was added dropwise. Stirring was continued at 25° C. for 20 h. The reaction mixture was filtered and evaporated in vacuo. The residue was stirred with ethanol to give 9.0 g (57%) 4-chloro-2-ethoxalylamino-1-nitrobenzene. M.p. 105.1° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated in vacuo
  3. stirringThe residue was stirred with ethanol

Sources & evidence

ORD record
ord-a8053ee6e3be4454af82fc35fefc74ea
Source dataset
uspto-grants-1990_08
Patent number
US04948794

Reaction notes

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