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[ CAS No. 496062-15-8 ] {[proInfo.proName]}

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Chemical Structure| 496062-15-8
Chemical Structure| 496062-15-8
Structure of 496062-15-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 496062-15-8 ]

CAS No. :496062-15-8 MDL No. :MFCD09038182
Formula : C7H8BrNO2S Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 250.11 Pubchem ID :-
Synonyms :

Safety of [ 496062-15-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 UN#:N/A
Hazard Statements:H302-H312-H332 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 496062-15-8 ]

* 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 [ 496062-15-8 ]
  • Downstream synthetic route of [ 496062-15-8 ]

[ 496062-15-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 496062-15-8 ]
  • [ 496062-16-9 ]
YieldReaction ConditionsOperation in experiment
74% With hydrogenchloride; diisobutylaluminium hydride In dichloromethane; toluene Example 173
Preparation of 2-(2-bromo-5-methyl-1,3-thiazol-4-yl)ethanol
To a solution of ester prepared in Example 172 (3.80 g, 15.2 mmol) in CH2Cl2 (100 mL) was added DIBAL-H (33.4 mL, 33.4 mmol of a 1.0 M solution in toluene) at -78° C.
After 15 minutes, the solution was warmed to 0° C. and stirred for an additional 90 minutes.
An aqueous solution of 2 N HCl (50 mL) was then added dropwise to quench the excess DIBAL-H.
The solvent layers were separated and the aqueous layer extracted with CH2Cl2 (2*200 mL).
The combined organic layers were dried (MgSO4), filtered, and concentrated under reduced pressure.
The residue was purified by silica gel flash chromatography (5:2 hexanes/EtOAc) to yield the product (2.5 g, 74percent) as a yellowish oil that solidifies upon standing. (C6H8BrNOS) LC-MS, RT 1.38 min., M+H 221.0; 1H NMR (CDCl3): δ 2.31 (s, 3H), 2.82 (t, 2H), 2.90-3.00 (broad s, 1H), 3.89 (t, 2H).
74% With diisobutylaluminium hydride In dichloromethane; toluene at -78 - 0℃; for 1.75 h; To a solution of ester prepared in Example 172 (3.80 g, 15.2 mmol) in CH2Cl2 (100 mL) was added DIBAL-H (33.4 mL, 33.4 mmol of a 1.0 M solution in toluene) at -78° C.
After 15 minutes, the solution was warmed to 0° C. and stirred for an additional 90 minutes.
An aqueous solution of 2 N HCl (50 mL) was then added dropwise to quench the excess DIBAL-H.
The solvent layers were separated and the aqueous layer extracted with CH2Cl2 (2*200 mL).
The combined organic layers were dried (MgSO4), filtered, and concentrated under reduced pressure.
The residue was purified by silica gel flash chromatography (5:2 hexanes/EtOAc) to yield the product (2.5 g, 74percent) as a yellowish oil that solidifies upon standing. (C6H8BrNOS) LC-MS, RT 1.38 min., M+H 221.0; 1H NMR (CDCl3): δ 2.31 (s, 3H), 2.82 (t, 2H), 2.90-3.00 (broad s, 1H), 3.89 (t, 2H).
74% With hydrogenchloride; diisobutylaluminium hydride In dichloromethane; toluene at -78 - 0℃; for 1.75 h; To a solution of ester prepared in Example 172 (3.80 g, 15.2 mmol) in CH2Cl2 (100 mL) was added DIBAL-H (33.4 mL, 33.4 mmol of a 1.0 M solution in toluene) at -78° C.
After 15 minutes, the solution was warmed to 0° C. and stirred for an additional 90 minutes.
An aqueous solution of 2 N HCl (50 mL) was then added dropwise to quench the excess DIBAL-H.
The solvent layers were separated and the aqueous layer extracted with CH2Cl2 (2*200 mL).
The combined organic layers were dried (MgSO4), filtered, and concentrated under reduced pressure.
The residue was purified by silica gel flash chromatography (5:2 hexanes/EtOAc) to yield the product (2.5 g, 74percent) as a yellowish oil that solidifies upon standing. (C6H8BrNOS) LC-MS, RT 1.38 min., M+H 221.0; 1H NMR (CDCl3): δ 2.31 (s, 3H), 2.82 (t, 2H), 2.90-3.00 (broad s, 1H), 3.89 (t, 2H).
Reference: [1] Patent: US2003/216391, 2003, A1,
[2] Patent: US2018/153859, 2018, A1, . Location in patent: Paragraph 0552; 0553
[3] Patent: US2018/153860, 2018, A1, . Location in patent: Paragraph 0554; 0555
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