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Chemical Structure| 75782-81-9 Chemical Structure| 75782-81-9

Structure of 75782-81-9

Chemical Structure| 75782-81-9

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Product Details of [ 75782-81-9 ]

CAS No. :75782-81-9
Formula : C10H9NS
M.W : 175.25
SMILES Code : NC1=CSC(C2=CC=CC=C2)=C1
MDL No. :MFCD13181843

Safety of [ 75782-81-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 75782-81-9 ]

* 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 [ 75782-81-9 ]

[ 75782-81-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 100063-22-7 ]
  • [ 75782-81-9 ]
YieldReaction ConditionsOperation in experiment
95% Step 1A: Methyl 3-amino-5-phenylthiophene-2-carboxylate (468 mg, 2 mmole) was suspended in 16 mL EtOH in a microwave vessel. 2.7 mL of 15% aqueous NaOH (10 mmole) was added and the reaction heated to 100 C. for 30 minutes. Concentrated HCl was added until the reaction mixture was acidic and stirred at room temperature for 30 minutes (CO2 evolution observed). The reaction mixture was partitioned between EtOAc and concentrated aqueous sodium bicarbonate. The aqueous phase was extracted with EtOAc and the combined organics washed with water, brine and dried (MgSO4). Filtration and evaporation gave 332 mg of 3-amino-5-phenylthiophene (95%) as a pale yellow solid. 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 6.14 (d, J=1.65 Hz, 3 H) 6.89 (d, J=1.65 Hz, 1 H) 7.23-7.29 (m, 1 H) 7.32-7.38 (m, 2 H) 7.53-7.57 (m, 2 H).
With 1-methyl-piperazine; 1-methyl-pyrrolidin-2-one; at 160℃; for 4h; Reference Example 3 5-Phenyl-3-thienylamine A mixture of METHYL 3-AMINO-5-PHENYLTHIOPHENE-2-CARBOXYLATE (2.50 g, 10.7 MMOL), 3.5 mL of N-methylpiperazine and 12 mL of N-METHYLPYRROLIDINONE is heated at 160C for 4 hours. The reaction mixture is cooled to room temperature and poured into 100 mL of water. The solids are collected by filtration washing with 50 mL of water. Ethyl acetate and hexane are added and the filtrate is decanted off from the gummy black residue. The filtrate is concentrated to provide 850 mg of 5-PHENYL- 3-thienylamine as a yellow solid, mp 76-78C ; 1 H NMR (DMSO-D6) 84. 87 (s, 2H), 5.98 (d, J = 1.5 Hz, 1 H), 6.95 (d, J = 1.5 Hz, 1 H), 7.28 (m, 1 H), 7.37 (t, J = 7 Hz, 2H), 7.53 (d, J = 7 Hz, 2H); MS 176.2 (M+H) +. Analysis for C8H3CIN2S : Calcd : C, 68.53 ; H, 5.18 ; N, 7.99 Found: C, 68.73 ; H, 4.79 ; N, 7.86.
  • 2
  • [ 109-01-3 ]
  • [ 100063-22-7 ]
  • [ 75782-81-9 ]
YieldReaction ConditionsOperation in experiment
With 1-methyl-pyrrolidin-2-one; In hexane; water; ethyl acetate; REFERENCE EXAMPLE 3 5-Phenyl-3-thienylamine A mixture of <strong>[100063-22-7]methyl 3-amino-5-phenylthiophene-2-carboxylate</strong> (2.50 g, 10.7 mmol), 3.5 mL of N-methylpiperazine and 12 mL of N-methylpyrrolidinone is heated at 160 C. for 4 hours. The reaction mixture is cooled to room temperature and poured into 100 mL of water. The solids are collected by filtration washing with 50 mL of water. Ethyl acetate and hexane are added and the filtrate is decanted off from the gummy black residue. The filtrate is concentrated to provide 850 mg of 5-phenyl-3-thienylamine as a yellow solid, mp 76-78 C.; 1H NMR (DMSO-d6) δ 4.87 (s, 2H), 5.98 (d, J=1.5 Hz, 1H), 6.95 (d, J=1.5 Hz, 1H), 7.28 (m, 1H), 7.37 (t, J=7 Hz, 2H), 7.53 (d, J=7 Hz, 2H); MS 176.2 (M+H)+. Analysis for C8H3ClN2S: Calcd: C, 68.53; H, 5.18; N, 7.99 Found: C, 68.73; H, 4.79; N, 7.86.
 

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