Propylamine → HCID 53679128, compound

HRID 1532555Notes

Reaction equation

HRID 1532555 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11]3[CH2:14][CH2:15][CH2:16][CH2:17][C:10]=3[C:9]2=[O:18])=[CH:4][C:3]=1[CH:19]=[C:20]([C:22](Cl)=[O:23])[CH3:21].[CH2:25]([NH2:28])[CH2:26][CH3:27]>C(OCC)(=O)C>[CH2:25]([NH:28][C:12](=[O:13])[C:11]1[CH2:14][CH2:15][CH2:16][CH2:17][C:10]=1[C:9]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH:19]=[C:20]([C:22](=[O:23])[NH:8][CH2:5][CH2:4][CH3:3])[CH3:21])[CH:4]=1)=[O:18])[CH2:26][CH3:27]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 73858977HCID 73858977, compound

Product 1

HCID 53679128HCID 53679128, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
20 °C

Procedure

A solution of 10.9 g of N-[4-chloro-3-(2-chlorocarbonylprop-1-en-1-yl)-phenyl]-3,4,5,6-tetrahydrophthalimide in 200 ml of ethyl acetate was added dropwise to a solution of 5.9 g of n-propylamine in about 150 ml of ethyl acetate while cooling with ice. The mixture was stirred for 3 hours at about 20° C., after which the solid formed was separated off, washed twice with 5% by weight aqueous hydrochloric acid and then once with petroleum ether and then dried under reduced pressure at 40° C. The crude product was recrystallized from ethyl acetate.

Workup

  1. temperaturewhile cooling with ice
  2. customafter which the solid formed
  3. customwas separated off
  4. washwashed twice with 5% by weight aqueous hydrochloric acid
  5. dry with materialonce with petroleum ether and then dried under reduced pressure at 40° C
  6. customThe crude product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-4a4e0212921349dd96fda6d98c8c64f8
Source dataset
uspto-grants-2001_03
Patent number
US06204222B1

Reaction notes

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