Oxalyl chloride → HCID 178467832, compound

HRID 2292505Notes

Reaction equation

HRID 2292505 reaction equation
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[CH2:7]([O:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH2:20])[CH3:8]>ClC1C=CC=CC=1Cl>[CH2:7]([O:9][CH2:10][CH2:11][CH2:12][N:13]1[C:14]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:20]=[C:2]([OH:3])[C:1]1=[O:5])[CH3:8]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 21478511HCID 21478511, compound

Product 1

HCID 178467832HCID 178467832, compoundYield 55.5%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent2×

Procedure

In a solution containing 26.9 g of oxalyl chloride in 200 ml of o-dichlorobenzene at 60° C. under stirring, a solution containing 35.5 g of N-(3-ethoxypropyl)-o-phenylenediamine in 220 ml of o-dichlorobenzene is added for 42 minutes in several times. The mixture is then heated and stirred at 130° C. for 1.1 hours. The mixture is subjected to filtration during hot and the filtrate is cooled. Ether is added to the filtrate and the crystals are filtered, washed and dried, followed by combining second crystals to obtain 25.2 g of (1).

Workup

  1. additionis added for 42 minutes in several times
  2. temperatureThe mixture is then heated
  3. stirringstirred at 130° C. for 1.1 hours
  4. filtrationThe mixture is subjected to filtration during hot and the filtrate
  5. temperatureis cooled
  6. additionEther is added to the filtrate
  7. filtrationthe crystals are filtered
  8. washwashed
  9. customdried

Sources & evidence

ORD record
ord-da327167dad34904b8dfacde85953a09
Source dataset
uspto-grants-1997_11
Patent number
US05683998

Reaction notes

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