1,2-Ethanediamine, N1,N1,N2-trimethyl- → HCID 23144631, compound

HRID 337434Notes

Reaction equation

HRID 337434 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[C:7]([C:9]([NH:11][C:12]2[S:13][C:14]([C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)=[C:15]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)=[O:10])[CH:6]=[CH:5][N:4]=1.[CH3:28][N:29]([CH3:34])[CH2:30][CH2:31][NH:32][CH3:33]>>[CH3:28][N:29]([CH3:34])[CH2:30][CH2:31][N:32]([CH2:2][C:3]1[CH:8]=[C:7]([C:9]([NH:11][C:12]2[S:13][C:14]([C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)=[C:15]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)=[O:10])[CH:6]=[CH:5][N:4]=1)[CH3:33]

Participants

3

Reactant 2

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 23144585HCID 23144585, compound

Product 1

HCID 23144631HCID 23144631, compoundYield 40%

Conditions

Temperature
60 °C

Procedure

Compound 107 (150 mg, 0.387 mmol) was dissolved in N,N,N′-trimethylethylenediamine (1 mL), followed by stirring at 60° C. for 4 hours. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified through silica gel column chromatography (chloroform:methanol=20:1) and then crystallized from diisopropyl ether to afford the entitled Compound 109 (70 mg, 40%) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe resulting residue was purified through silica gel column chromatography (chloroform:methanol=20:1)
  3. customcrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-47c9635887814e039fab21bde041f4f4
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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