Ethanolamine → HCID 28833066, compound

HRID 216282Notes

Reaction equation

HRID 216282 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7]Cl)[N:6]=1.[CH2:9]([CH2:11][NH2:12])[OH:10]>ClCCl>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][NH:12][CH2:11][CH2:9][OH:10])[N:6]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazole

Product 1

HCID 28833066HCID 28833066, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methyl-4-(chloromethyl)thiazole (2.24 g) was treated with ethanolamine (11.6 mL, 10 equivalents) in dichloromethane at 25° C. for 16 hrs. The solvent was evaporated and the residue partitioned between ethyl acetate and brine. The organic layer was separated and extracted with ethyl acetate (5×). The organic layers were combined and washed with brine, dried over Na2SO4, and the solvents were evaporated to give 2.4 g (85%) of title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe residue partitioned between ethyl acetate and brine
  3. customThe organic layer was separated
  4. extractionextracted with ethyl acetate (5×)
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. customthe solvents were evaporated

Sources & evidence

ORD record
ord-53f7fd9a3a484eac912edc701a05f148
Source dataset
uspto-grants-2012_06
Patent number
US08193227B2

Reaction notes

Loading…