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[ CAS No. 53266-94-7 ]

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Chemical Structure| 53266-94-7
Chemical Structure| 53266-94-7
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CAS No. :53266-94-7 MDL No. :MFCD00005330
Formula : C7H10N2O2S Boiling Point : 318.5°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :186.23 g/mol Pubchem ID :104454
Synonyms :

Safety of [ 53266-94-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 53266-94-7 ]

  • Upstream synthesis route of [ 53266-94-7 ]
  • Downstream synthetic route of [ 53266-94-7 ]

[ 53266-94-7 ] Synthesis Path-Upstream   1~9

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Reference: [1] Journal of Heterocyclic Chemistry, 2017, vol. 54, # 5, p. 2703 - 2707
[2] Central European Journal of Chemistry, 2010, vol. 8, # 3, p. 639 - 645
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YieldReaction ConditionsOperation in experiment
100% at 0 - 20℃; for 16 h; Thionyl chloride (0.460 mL, 6.321 mmol, 2 eq) was added to a stirred mixture of 2-(2-aminothiazol-4-yl)acetic acid (500 mg, 3.2 mmol) and ethanol (5 mL) at 0 °C. The resulting clear reaction mixture was stirred at RT for 16 hr and then concentrated under vacuum to dryness and then swapped with ethanol twice. Ethyl 2-(2-aminothiazol-4- yl)acetate was obtained as a brown oil in a quantitative yield (588 mg). NMR (400 MHz, DMSO-i/6) δ 1.17 (3H, bs), 3.72 (2H, bs), 4.08 (2H, bs), 6,68 (1H, bs), 9.43 (2H, bs). The compound was used further as described.
98% at 0 - 25℃; for 16 h; To 100ml single-necked flask was added aminothiazole acetic acid 4.3g and ethanol 50ml,0 ° C under stirring slowly dropped 4.6ml of thionyl chloride,Clear and transparent solution,Heated to room temperature about 25 reaction 16h, TLC detection reaction was completed,The reaction solution was concentrated under reduced pressure,Concentrated dry and then ethanol twice with 5.7g of brown oil that is the intermediate product A, a yield of 98percent
Reference: [1] Patent: WO2014/153667, 2014, A1, . Location in patent: Page/Page column 78; 79
[2] Patent: CN106045937, 2016, A, . Location in patent: Paragraph 0018; 0022; 0026
[3] Journal of Medicinal Chemistry, 1993, vol. 36, # 24, p. 3843 - 3848
[4] Journal of Agricultural and Food Chemistry, 2006, vol. 54, # 13, p. 4499 - 4505
[5] Tetrahedron Letters, 2000, vol. 41, # 52, p. 10313 - 10317
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YieldReaction ConditionsOperation in experiment
78% for 4 h; Reflux 4-chloroEthyl acetoacetate,100mmol thiourea, 50mL ethanol, reflux 4h, spin solvent was evaporated to yield an oilLiquid, was added 20mL of ethyl acetate was dissolved, was added dropwise under ice-cooling with stirring, concentrated hydrochloric acid, the precipitated white solid was suction filtered, ethyl acetateA white solid was washed ester 2-aminothiazol-4-acetate hydrochloride, the filter cake was dissolved in water, adjusted to pH 10 ammonia water, ethyl acetateExtracted, dried over anhydrous sodium sulfate, and rotation of the solvent afforded a white solid 2-aminothiazol-4-acetate, yield 78percent, m.p.94 ~ 95 .
Reference: [1] Patent: CN105541752, 2016, A, . Location in patent: Paragraph 0035; 0036; 0037
[2] Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1255 - 1257
[3] Synlett, 1999, # 8, p. 1239 - 1240
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Reference: [1] Journal of Heterocyclic Chemistry, 2017, vol. 54, # 5, p. 2703 - 2707
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Reference: [1] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 3, p. 763 - 768
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Reference: [1] ChemMedChem, 2013, vol. 8, # 12, p. 1923 - 1929
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Reference: [1] ChemMedChem, 2013, vol. 8, # 12, p. 1923 - 1929
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Reference: [1] ChemMedChem, 2013, vol. 8, # 12, p. 1923 - 1929
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Reference: [1] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 3, p. 763 - 768
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