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Chemical Structure| 937372-03-7 Chemical Structure| 937372-03-7

Structure of 937372-03-7

Chemical Structure| 937372-03-7

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Product Details of [ 937372-03-7 ]

CAS No. :937372-03-7
Formula : C11H17N3O2
M.W : 223.27
SMILES Code : CC(C)(C)OC(=O)NC1=CC(N)=C(N)C=C1
MDL No. :MFCD13182465

Safety of [ 937372-03-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 937372-03-7 ]

* 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 [ 937372-03-7 ]

[ 937372-03-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 937372-03-7 ]
  • [ 3973-08-8 ]
  • [ 1377125-19-3 ]
  • [ 1377128-73-8 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 20℃; for 3h; A solution of (4-Amino-3-nitro-phenyl) -carbamic acid tert-butyl ester (1-3,0. 409 g, 1.832 mmol), thiazole 4-carboxylic acid (0.226 g, 1.832 mmol) and diisopropylethylamine (0.81 ML, 4.03 mmol) in N, N DIMETHYLFORMAMIDE (10 ML) was reacted at the ambient temperature with BENZOTRIAZOL-1-YLOXYTRIPYRROLIDINOPHOSPHONIUM hexafluorophosphate (PyBop, 1.05 g, 2.02 mmmol). After 3 h stirring at the same temperature, the reaction mixture was concentrated under the reduced pressure and the residue was partitioned between ethyl acetate (100 mL) and aqueous 0.5N-NaOH solution (70 mL). The organic layer was washed with brine, separated, dried (MGS04) and concentrated III VACUO. The resulting crude product was triturated with ethyl acetate (5 mL), collected by filtration, and dried under the reduced pressure. The mixture of the intermediate products (1-4a and 1-4b) was dissolved in aqueous 20percent (V/V)-ACETIC acid (50 mL) and heated at reflux for 2 h. The reaction mixture was cooled to the ambient temperature and concentrated IN VACUO. The resulting crude thick oil was partitioned between ethyl acetate (100 mL) and saturated aqueous sodium bicarbonate solution (70 mL). The organic layer was washed with brine, separated, dried (MGS04) and concentrated in vacuo. The crude product was triturated with ethyl acetate (15 mL) and hexanes (2 mL). The resulting solid, 2- thiazol-4-yl-3H-benzoimidazol-5-ylamine (1-5), was collected by filtration and dried under the reduced pressure ; 1H NMR (500 MHz, DMSO-D6) 8 12.34 (s, 1 H), 9.27 (s, 1 H), 8.24 (s, 1 H), 7.27 (bs, 1 H), 6.66 (s, 1 H), 6.54 (d, 1 H, J = 7.5 Hz), 4.96 (bs, 2 H).
 

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