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Chemical Structure| 61018-49-3 Chemical Structure| 61018-49-3

Structure of 61018-49-3

Chemical Structure| 61018-49-3

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Product Details of [ 61018-49-3 ]

CAS No. :61018-49-3
Formula : C4H4N2OS
M.W : 128.15
SMILES Code : O=CC1=NN=C(C)S1
MDL No. :MFCD10700256
InChI Key :GCPFDERTUUICNT-UHFFFAOYSA-N
Pubchem ID :20510519

Safety of [ 61018-49-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P261-P280-P305+P351+P338-P304+P340-P405

Application In Synthesis of [ 61018-49-3 ]

* 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 [ 61018-49-3 ]

[ 61018-49-3 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 61018-49-3 ]
  • [ 762-72-1 ]
  • C10H14N2S [ No CAS ]
  • 2
  • [ 869108-50-9 ]
  • [ 61018-49-3 ]
YieldReaction ConditionsOperation in experiment
41% With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -40℃; for 2h; To a solution of ethyl 5-methyl-1 ,3,4-thiadiazole-2-carboxylate (400 mg, 2.32 mmol) in dry THF (5 mL) was dropwise added DIBAL-H (diisobutylaluminium hydride) (1 M in toluene, 6.97 mL). The mixture was stirred at -40C for 2 hours. The mixture was quenched with saturated aqueous NH4CI (5 mL) and filtered. The solution was extracted withdichloromethane (15 mLχ3). The combined organic phases were dried over Na2S04and concentrated under vacuo. The residue was purified with preparative TLC (petroleum ether:ethyl acetate = 1 : 1 ) to give 5-methyl-1 ,3,4-thiadiazole-2-carbaldehyde (123 mg, 41 % yield).1H NMR (chloroform-c/400 MHz) δ 10.19 (s, 1 H), 2.92 (s, 3H).
41% With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -40℃; for 2h; To a solution of ethyl 5-methyl-l,3,4-thiadiazole-2-carboxylate (400 mg, 2.32 mmol) in dry THF (5 mL) was dropwise added DIBAL-H (diisobutylaluminium hydride) (1 M in toluene, 6.97 mL). The mixture was stirred at -40C for 2 hours. The mixture was quenched with saturated aqueous NH4CI (5 mL) and filtered. The solution was extracted with dichloromethane (15 mL c 3). The combined organic phases were dried over Na2S04 and concentrated under vacuo. The residue was purified with preparative TLC (petroleum ethenethyl acetate = 1:1) to give 5-methyl-l,3,4-thiadiazole-2- carbaldehyde (123 mg, 41% yield). XH NMR (chloroform-d 400 MHz) d 10.19 (s, 1H), 2.92 (s, 3H).
41% With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -40℃; for 2h; To a solution of 186 ethyl 5-methyl-1,3,4-thiadiazole-2-carboxylate (400 mg, 2.32 mmol) in dry 166 THF (5 mL) was dropwise added 188 DIBAL-H (diisobutylaluminium hydride) (1 M in 119 toluene, 6.97 mL). The mixture was stirred at -40 C. for 2 hours. The mixture was quenched with saturated 168 aqueous NH4Cl (5 mL) and filtered. The solution was extracted with dichloromethane (15 mL×3). The combined organic phases were dried over Na2SO4 and concentrated under vacuo. The residue was purified with preparative TLC (petroleum ether:ethyl acetate=1:1) to give 189 5-methyl-1,3,4-thiadiazole-2-carbaldehyde (123 mg, 41% yield). 1H NMR (chloroform-d 400 MHz) δ 10.19 (s, 1H), 2.92 (s, 3H).
41% With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -40℃; for 2h; To a solution of ethyl 5-methyl-l,3,4-thiadiazole-2-carboxylate (400 mg, 2.32 mmol) in dry THF (5 mL) was dropwise added DIBAL-H (diisobutylaluminium hydride) (1 M in toluene, 6.97 mL). The mixture was stirred at -40C for 2 hours. The mixture was quenched with saturated aqueous NH4CI (5 mL) and filtered. The solution was extracted with dichloromethane (15 mL c 3). The combined organic phases were dried over Na2S04 and concentrated under vacuo. The residue was purified with preparative TLC (petroleum ethenethyl acetate = 1:1) to give 5-methyl-l,3,4-thiadiazole-2- carbaldehyde (123 mg, 41% yield). 1H NMR (chloroform-d 400 MHz) d 10.19 (s, 1H), 2.92 (s, 3H).

  • 3
  • [ 53473-85-1 ]
  • [ 61018-49-3 ]
  • N-((5-methyl-1,3,4-thiadiazol-2-yl)methyl)benzo[d]isothiazol-5-amine [ No CAS ]
  • 4
  • [ 61018-49-3 ]
  • [ 2136-75-6 ]
  • (E)-3-(5-methyl-1,3,4-thiadiazol-2-yl)prop-2-enal [ No CAS ]
YieldReaction ConditionsOperation in experiment
In acetonitrile; at 20℃; for 24h; 5-Methyl-1,3,4-thiadiazole-2-carbaldehyde (700 g) was dissolved in ACN (10 ml) and (formylmethylene)triphenylphosphorane (1.8 g) was added with stirring. After stirring for 24 h at RT the solution was concentrated in vacuo. The residue was purified by flash chromatography on silica gel (25 g; 0 % to 100 % EA in heptane in 8 min). The compound containing fractions were combined and the solvent was removed in vacuo to yield 293 mg of the title compound containing some residual triphenylphosphine oxide (13 %). LC/MS: m/z = 155.1 [M+H]+; tR: 0.52 min (LC/MS-method D). 1H N MR (600 MHz, DMSO-d6) δ ppm 9.77 (1 H), 8.05 (1 H), 6.92 (1 H), 2.80 (3 H).
In acetonitrile; at 20℃; for 24h; 5-Methyl-1,3,4-thiadiazole-2-carbaldehyde (700 g) was dissolved in ACN (10 ml) and (formylmethylene)triphenylphosphorane (1.8 g) was added with stirring. After stirring for 24 h at RT the solution was concentrated in vacuo. The residue was purified by flash chromatography on silica gel (25 g; 0 % to 100 % EA in heptane in 8 min). The compound containing fractions were combined and the solvent was removed in vacuo to yield 293 mg of the title compound containing some residual triphenylphosphine oxide (13 %). LC/MS: m/z = 155.1 [M+H]+; tR: 0.52 min (LC/MS-method D). 1H N MR (600 MHz, DMSO-d6) δ ppm 9.77 (1 H), 8.05 (1 H), 6.92 (1 H), 2.80 (3 H).
 

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[ 61018-49-3 ]

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