Propanedioyl dichloride → HCID 21478646, compound

HRID 2292509Notes

Reaction equation

HRID 2292509 reaction equation
[C:1](Cl)(=[O:6])[CH2:2][C:3](Cl)=[O:4].[CH3:8][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]>ClC1C=CC=CC=1Cl>[CH3:8][O:9][CH2:10][CH2:11][CH2:12][N:13]1[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:20][C:3](=[O:4])[CH2:2][C:1]1=[O:6]

Participants

4

Reactant 2

HCID 74269Propanedioyl dichlorideHCID 10035217HCID 10035217, compound

Product 1

HCID 21478646HCID 21478646, compound

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent2×

Conditions

Temperature
130 °C

Procedure

To a stirred mixture of 8 ml of malonyl dichloride and 90 ml of o-dichlorobenzene at 60° C., a solution containing 12.7 g of N-(3-methoxypropyl)-o-phenylenediamine in 10 ml of o-dichlorobenzene is added for 32 minutes in several times. The resulting mixture is stirred at 130° C. for 1.6 hours and then subjected to filtration during hot. The filtrate is concentrated and purified by silica gel column chromatography (ethyl acetate). n-hexane is added and precipitated crystals are separated by filtration and dried to obtain 9.8 g of (208).

Workup

  1. additionis added for 32 minutes in several times
  2. filtrationsubjected to filtration during hot
  3. concentrationThe filtrate is concentrated
  4. custompurified by silica gel column chromatography (ethyl acetate)
  5. additionn-hexane is added
  6. customprecipitated crystals
  7. customare separated by filtration
  8. customdried

Sources & evidence

ORD record
ord-50bc66cf1c3f4de2822e9490244f242c
Source dataset
uspto-grants-1997_11
Patent number
US05683998

Reaction notes

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