1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 12056852, compound

HRID 1835862Notes

Reaction equation

HRID 1835862 reaction equation
[Cl:1][C:2]1[C:10]([O:11][CH2:12][C:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=[O:14])=[C:9]([S:20]([CH2:23][CH3:24])(=[O:22])=[O:21])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.CN(C)[CH2:28][CH2:29][CH2:30]N=C=NCC>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Cl:1][C:2]1[C:10]([O:11][CH2:12][C:13]([N:15]([CH2:16][CH3:17])[CH2:18][CH3:19])=[O:14])=[C:9]([S:20]([CH2:23][CH3:24])(=[O:22])=[O:21])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][C:28]1[CH2:29][CH2:30][CH2:2][C:10](=[O:11])[CH:9]=1)=[O:5]

Participants

5

Reactant 2

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 12056851HCID 12056851, compound

Product 1

HCID 12056852HCID 12056852, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

0.500 g (1.30 mmol) of 2-chloro-3-(N,N-diethylaminocarbonylmethoxy)-4-ethylsulfonylbenzoic acid, 0.163 g (1.30 mmol) of N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide-hydrochloride and 0.002 g of DMAP were stirred for 10 hours at RT in 15 ml of CH2Cl2. The mixture was subsequently diluted with CH2Cl2 and washed with 0.5 N HCl, with water, with saturated NaHCO3 solution and again with water. After the organic phases had been dried over Na2SO4 and concentrated completely, the product was obtained in the form of a brown resin.

Workup

  1. washwashed with 0.5 N HCl, with water, with saturated NaHCO3 solution and again with water
  2. dry with materialAfter the organic phases had been dried over Na2SO4
  3. concentrationconcentrated completely
  4. customthe product was obtained in the form of a brown resin

Sources & evidence

ORD record
ord-c95cd6cdce8e4d6f96adb3aa39423b11
Source dataset
uspto-grants-2004_08
Patent number
US06774086B2

Reaction notes

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