Acetic Acid → HCID 86630960, compound

HRID 1009052Notes

Reaction equation

HRID 1009052 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([NH2:9])[S:7][CH:8]=1)([CH3:3])[CH3:2].C(O)(=O)C.[I:14]Cl>C(Cl)Cl>[I:14][C:8]1[S:7][C:6]([NH2:9])=[N:5][C:4]=1[CH:1]([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24640Iodine chlorideHCID 70640774-(Propan-2-yl)-1,3-thiazol-2-amine

Product 1

HCID 86630960HCID 86630960, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The above prepared 4-isopropyl-thiazol-2-ylamine (1.020 g, 7.17 mmol) was dissolved in 14 mL of CH2Cl2 and 2.8 mL of acetic acid and treated at 0° C. with iodine monochloride (7.53 mL of 1M in CH2Cl2, 1.05 eq.) and kept at this temperature for 0.5 h. Pouring onto crashed ice/Na2CO3, twofold extraction with ethyl acetate, washing with water and brine, drying over sodium sulfate, and evaporation to dryness yielded 1.922 g of the title compound as dark brown viscous oil, sufficiently pure to be used for the next step.

Workup

  1. additionPouring
  2. extractionice/Na2CO3, twofold extraction with ethyl acetate
  3. washwashing with water and brine
  4. dry with materialdrying over sodium sulfate, and evaporation to dryness

Sources & evidence

ORD record
ord-4f6b3ea787f7443c9a55f2fea06f233e
Source dataset
uspto-grants-2011_07
Patent number
US07973051B2

Reaction notes

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