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Type HazMat fee for 500 gram (Estimated)
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Chemical Structure| 5875-25-2 Chemical Structure| 5875-25-2
Chemical Structure| 5875-25-2

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Product Details of 2-Bromopropionamide

CAS No. :5875-25-2
Formula : C3H6BrNO
M.W : 151.99
SMILES Code : CC(Br)C(N)=O
MDL No. :MFCD00012376
InChI Key :AUHYZQCEIVEMFH-UHFFFAOYSA-N
Pubchem ID :101118

Safety of 2-Bromopropionamide

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H314
Precautionary Statements:P264-P270-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P405-P501
Class:8(6.1)
UN#:2923
Packing Group:

Application In Synthesis of 2-Bromopropionamide

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 5875-25-2 ]

[ 5875-25-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 7504-94-1 ]
  • [ 5875-25-2 ]
  • [ 4637-24-5 ]
  • 2-[5-(1-bromoethyl)-1H-1,2,4-triazol-1-yl]pyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% Add N,N-dimethylamide dimethylacetal (3.3 ml.) to a solution of 2- brompropanamide (2.5 g) in CH2CI2 (30 ml,) and stir at reflux for 1.5 h. Cool to r.t, concentrate under reduced pressure, dissolve the residue in 1,4-dioxane/AcOH (15 mL/15 mL), add 2-hydrazinopyrimidine (2.2 g) and stir at 50 C overnight. Cool to r.t., concentrate under reduced pressure and partition the residue between water and EtOAc. Separate the layers, wash the organic phase with NaHCC (aq. sat.), dry the organic phase over MgS04, filter, concentrate under reduced pressure and purify the residue by chromatography to provide 2-[5-(l -bromoethyl)-l ,2,4-triazol-l-yl]pyrimidine (2.0 g, 48%), LCMS (method 4): R, 0,55 min, m/z (ES+) = 254 [M(79Br)+H]+ and 256 [M(81Br)+H]4.
A 250 mL flask was charged with 2-bromopropanamide (2.8 g, 18 mmol), dichloromethane (54 mL), and 1,1-dimethoxy-N,N-dimethyl-methanamine (3.2 g, 27 mmol). The suspension was refluxed for one hour, and the resulting colorless solution was evaporated. The residue was transferred in a 100 mL flask and dissolved in 1,4-dioxane (18 mL) and acetic acid (16 mL). Pyrimidin-2-ylhydrazine (2 g, 18 mmol) was then added and the white suspension stirred at 90C for two hours. The resulting homogeneous mixture was evaporated and quenched with a saturated aqueous solution of sodium hydrogen carbonate (30 mL). The aqueous phase was extracted with ethyl acetate (2 × 10 mL) and the combined organic phases were washed with water (2 × 5 mL), brine (5 mL), dried with Na2SO4, filtered and evaporated to give a crude orange oil. Purification by chromatography over silica gel (cyclohexane/ethyl acetate gradient, 100:5 to 0:100) afforded 2-[5-(1-bromoethyl)-1,2,4-triazol-1- yl]pyrimidine as a white solid. (0519) 1H-NMR (400 MHz, CDCl3, ppm): d = 8.90 (d, J=4.8 Hz, 2H), 8.07 (s, 1H), 7.40 (t, J=4.8 Hz, 1H), 6.41 (q, J=6.9 Hz, 1H), 2.24 (d, J=6.9 Hz, 3H); (0520) LC-MS (method 1): Rt 0.64, m/z = 255/256 (M+H+).
 

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