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Chemical Structure| 32955-21-8 Chemical Structure| 32955-21-8
Chemical Structure| 32955-21-8

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Product Details of Ethyl 2-aminothiazole-5-carboxylate

CAS No. :32955-21-8
Formula : C6H8N2O2S
M.W : 172.20
SMILES Code : C1=C(C(OCC)=O)SC(=N1)N
MDL No. :MFCD00602139
InChI Key :VNZXERIGKZNEKB-UHFFFAOYSA-N
Pubchem ID :314628

Safety of Ethyl 2-aminothiazole-5-carboxylate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of Ethyl 2-aminothiazole-5-carboxylate

* 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.

  • Upstream synthesis route of [ 32955-21-8 ]
  • Downstream synthetic route of [ 32955-21-8 ]

[ 32955-21-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 32955-21-8 ]
  • [ 131184-73-1 ]
YieldReaction ConditionsOperation in experiment
225 mg With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 2.25 h; Inert atmosphere; Reflux [00363] A suspension of ethyl 2-amino-1,3-thiazole-5-carboxylate (1.72 g, 10 mmol) in anhydrous THF (100 mL) was cooled in an ice bath and treated with LiAIH4 (0.76 g, 20 mmol) portionwise, under nitrogen. The reaction mixture was warmed to room temperature and stirred for 90 minutes. After this time, additional LiAIH4 (0.76 g, 20 mmol) was added and thesuspension was heated to reflux for 45 minutes. After this time, the suspension was cooled in an ice bath and cautiously treated with ice chips, followed by concentrated aqueous ammonium hydroxide solution (10 mL) and stirred for 60 hours. The orange suspension was filtered through CeliteTM, washing with MeOH. The filtrate was evaporated under reduced pressure, adsorbed onto silica and purified by flash column chromatography, eluting with MeOH/DCM (5-10percent), with the desired fractions combined and concentrated under reduced pressure to afford the title compound (225 mg). LCMS method: Method 5, RT: 0.55 mm, Ml: 131 [M+1]
References: [1] Patent: WO2016/124938, 2016, A1, . Location in patent: Paragraph 00363-00364.
 

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