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Chemical Structure| 1025936-09-7 Chemical Structure| 1025936-09-7

Structure of 1025936-09-7

Chemical Structure| 1025936-09-7

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Product Details of [ 1025936-09-7 ]

CAS No. :1025936-09-7
Formula : C4H4ClNOS
M.W : 149.60
SMILES Code : OCC1=C(Cl)N=CS1
MDL No. :MFCD24848905

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* 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 [ 1025936-09-7 ]

[ 1025936-09-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 104146-17-0 ]
  • [ 1025936-09-7 ]
YieldReaction ConditionsOperation in experiment
68% With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20℃; for 3h;Inert atmosphere; [000274] Synthesis of (4-chlorothiazol-5-yl) methanol (334): To a stirred solution of compound 333 (750 mg, 5.10 mmol) in dry THF (20 mL) under inert atmosphere was added lithium aluminium hydride (193 mg, 5.10 mmol) at 0 °C; warmed to RT and stirred for 3 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was cooled to 0 °C, quenched with 30percent aqueous sodium hydroxide solution (3 mL) extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford compound 334 (520 mg, 68percent) as yellow oil. TLC: 10percent EtOAc/ hexanes (R 0.3); 1H NMR (CDC13, 500 MHz): oe 8.69 (m, 1H), 4.88 (s, 2H).
With methanol; sodium tetrahydroborate; at 20℃; for 3h; To a 0°C solution of 4-chloro-l,3-thiazole-5-carbaldehyde (1.4 g, 9.5 mmol) in anhydrous methanol (100 mL) was added sodium borohydride (570 mg, 15.2 mmol). The reaction mixture was stirred at room temperature for 3 hours. Water (20 mL) was added. MeOH was evaporated. The resultant residue was extracted with EtOAc (1 x 20 mL) and 2-butanol (1 x 20 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo, affording (4-chloro-l,3-thiazol-5- yl)methanol (1.3 g, 91percent yield). The product was used without further purification.
 

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