Ethylenediamine → HCID 19382859, compound

HRID 1441386Notes

Reaction equation

HRID 1441386 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([NH2:10])[CH2:8][NH2:9].[Cl:11][C:12]1[S:13][C:14]([CH2:17]Cl)=[CH:15][N:16]=1>C(#N)C>[Cl:11][C:12]1[S:13][C:14]([CH2:17][NH:9][CH2:8][CH2:7][NH2:10])=[CH:15][N:16]=1

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 11430Potassium CarbonateHCID 27631792-Chloro-5-chloromethylthiazole

Product 1

HCID 19382859HCID 19382859, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 0.03 mol of potassium carbonate and 10 ml (0.15 mol) of ethylenediamine in a 50 ml of flask placed in an ice bath, 0.03 mol of 2-chloro-5-(chloromethyl)thiazole dissolved in 15 ml of acetonitrile was added dropwise and slowly. After addition, the ice bath was removed and then the mixture was stirred for 8 hours at room temperature. After the reaction was stopped, a large amount of water was added to dissolve potassium carbonate and ethylenediamine, and the mixture was extracted with dichlormethane. The lower organic phase was collected, dried, and evaporated to dryness. The obtained product was yellow oily liquid in 70% yield.

Workup

  1. additionwas added dropwise
  2. additionAfter addition
  3. customthe ice bath was removed
  4. additiona large amount of water was added
  5. dissolutionto dissolve potassium carbonate and ethylenediamine
  6. extractionthe mixture was extracted with dichlormethane
  7. customThe lower organic phase was collected
  8. customdried
  9. customevaporated to dryness

Sources & evidence

ORD record
ord-3e5c986a38a44a959385dfa2c080c04f
Source dataset
uspto-grants-2010_02
Patent number
US07655665B2

Reaction notes

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