Bromine → 5-Bromo-4-ethylthiazol-2-amine

HRID 1009024Notes

Reaction equation

HRID 1009024 reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]([NH2:8])[S:6][CH:7]=1)[CH3:2].[Br:9]Br>S(=O)(=O)(O)O>[Br:9][C:7]1[S:6][C:5]([NH2:8])=[N:4][C:3]=1[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 123782054-Ethyl-1,3-thiazol-2-amine

Product 1

HCID 665201935-Bromo-4-ethylthiazol-2-amine

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

The above prepared 4-ethyl-thiazol-2-ylamine (1.125 g, 8.77 mmol) was dissolved in 4.5 mL of 20% aq. sulfuric acid, cooled to 0° C., and treated with Br2 (0.494 mL, 1.1 eq.). After 10 Min., the reaction mixture was carefully poured onto crashed ice/Na2CO3, twofold extracted with ethyl acetate, washed with water, dried over sodium sulfate, and evaporated to dryness. Thereby, 1.306 g of the title compound was obtained as light brown viscous oil, sufficiently pure to be used for the next step.

Workup

  1. addition, the reaction mixture was carefully poured
  2. extractiontwofold extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-fa9f99eb0d5942bb87242111f3aa8147
Source dataset
uspto-grants-2011_07
Patent number
US07973051B2

Reaction notes

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