1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 18347203, compound

HRID 441164Notes

Reaction equation

HRID 441164 reaction equation
O[CH2:2][C:3]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([S:14][CH3:15])=[CH:10][CH:9]=2)=[C:6]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[S:5][C:4]=1[C:23]([OH:25])=[O:24].Cl.CN(C)CCCN=C=NCC>C(Cl)Cl>[F:22][C:19]1[CH:20]=[CH:21][C:16]([C:6]2[S:5][C:4]3[C:23](=[O:25])[O:24][CH2:2][C:3]=3[C:7]=2[C:8]2[CH:9]=[CH:10][C:11]([S:14][CH3:15])=[CH:12][CH:13]=2)=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 18347217HCID 18347217, compound

Product 1

HCID 18347203HCID 18347203, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 120 mg of the product of Step 3 in 10 mL of CH2Cl2 was added 150 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride. After stirring for 30 min, the reaction mixture was concentrated in vacuo and purified by silica gel chromatography eluted with 6:1 hexane/EtOAc to give 89 mg of the title compound.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. custompurified by silica gel chromatography
  3. washeluted with 6:1 hexane/EtOAc

Sources & evidence

ORD record
ord-2655df9f3a734994bc8263d695aab370
Source dataset
uspto-grants-1996_05
Patent number
US05521213

Reaction notes

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