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Ethylenediamine → N1-(4-Methyl-1,3-thiazol-2-YL)ethane-1,2-diamine

HRID 631802
Notes
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Reaction equation

HRID 631802 reaction equation
Br[C:2]1[S:3][CH:4]=[C:5]([CH3:7])[N:6]=1.[CH2:8]([NH2:11])[CH2:9][NH2:10].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:7][C:5]1[N:6]=[C:2]([NH:10][CH2:9][CH2:8][NH2:11])[S:3][CH:4]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 11430Potassium CarbonateHCID 5515412-Bromo-4-methyl-1,3-thiazole

Product 1

HCID 24691605N1-(4-Methyl-1,3-thiazol-2-YL)ethane-1,2-diamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 2-bromo-4-methylthiazole (502 mg, 2.82 mmol), ethylenediamine (15 mL, 224 mmol) and potassium carbonate (780 mg, 5.64 mmol) was heated under microwave heating at 120° C. for 30 min in a closed vial. Ethanol (200 mL) was added, the resulting mixture was filtered, the solids washed with EtOH and the combined filtrates concentrated under reduced pressure. The residue was mixed with toluene and concentrated under reduced pressure; this step was repeated two times after which 620 mg of a solid was obtained that was used directly in the next step.

Workup

  1. temperaturewas heated under microwave
  2. filtrationthe resulting mixture was filtered
  3. washthe solids washed with EtOH
  4. concentrationthe combined filtrates concentrated under reduced pressure
  5. additionThe residue was mixed with toluene
  6. concentrationconcentrated under reduced pressure
  7. customwas obtained

Sources & evidence

ORD record
ord-29cfbb88ca444912943bb3ceb6246bb8
Source dataset
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09321724B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes