N-(2-Aminoethyl)ethyleneurea → HCID 60204268, compound

HRID 507521Notes

Reaction equation

HRID 507521 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9](Cl)[N:8]=2)=[CH:4][CH:3]=1.[NH2:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][NH:19][C:18]1=[O:22]>C(O)(C)C>[Br:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:14][CH2:15][CH2:16][N:17]3[CH2:21][CH2:20][NH:19][C:18]3=[O:22])[N:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 80480N-(2-Aminoethyl)ethyleneureaHCID 15141655HCID 15141655, compound

Product 1

HCID 60204268HCID 60204268, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 4-(5-bromothiophen-2-yl)-2-chloropyrimidine (1.0 g, 3.63 mmol), 1-(2-aminoethyl)imidazolidin-2-one (0.47 g, 3.63 mmol) and triethylame (0.44 g, 4.36 mmol) in isopropanol (25 mL) was refluxed for 30 h. After cooling down to rt the precipitate was filtered and washed with methanol (5 mL) and dried to give the title compound as a yellow solid (0.9 g, 68%). MS (M+H)+ 368/370.

Workup

  1. temperaturewas refluxed for 30 h
  2. filtrationwas filtered
  3. washwashed with methanol (5 mL)
  4. customdried

Sources & evidence

ORD record
ord-177cb6d9dcaf40178917a7289810f389
Source dataset
uspto-grants-2010_08
Patent number
US07786132B2

Reaction notes

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