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Chemical Structure| 91076-93-6 Chemical Structure| 91076-93-6

Structure of 91076-93-6

Chemical Structure| 91076-93-6

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Product Details of [ 91076-93-6 ]

CAS No. :91076-93-6
Formula : C12H10ClNO2S
M.W : 267.73
SMILES Code : O=C(C1=C(N)C=C(C2=CC=C(Cl)C=C2)S1)OC
MDL No. :MFCD00052591
InChI Key :MELGGDOYSMRBGA-UHFFFAOYSA-N
Pubchem ID :2777492

Safety of [ 91076-93-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Application In Synthesis of [ 91076-93-6 ]

* 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 [ 91076-93-6 ]

[ 91076-93-6 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 91076-93-6 ]
  • [ 187949-86-6 ]
YieldReaction ConditionsOperation in experiment
98%
Stage #1: for 2 h; Heating / reflux
Stage #2: With sodium hydrogen sulfate In water
Example 1; EPO <DP n="24"/>6-(4-Chlorophenyl)-3-{4-[(3i?)-3-hydroxypyrrolidin-l-yl]-3- methoxyphenyl}thieno[3,2-^J[l;,2,3]triazin-4(3J9)-one; a) 3-Amino-5-(4-chIorophenyl)thiophene-2-carboxylic add; Methyl 3-amino-5-(4-chlorophenyl)thiophene-2-carboxylate (2.00 g, 7.47 mmol) was refluxed in a solution of KOH (2.0 g, 36 mmol) in 50 mL of water and 50 mL of MeOH for 2 h. The MeOH was evaporated and the residue was diluted to the double volume with water and washed with ethyl acetate. The aqueous layer was acidified with NaHSO4 (aq) and the precipitate was filtered, washed with water and dried to give 1.85 g (98percent) of the desired compound.1H NMR (DMSO-de) 5 7.62 (m, 2H), 7.48 (m, 2H)3 6.96 (s, IH).
98%
Stage #1: for 2 h; Heating / reflux
Stage #2: With sodium hydrogen sulfate In water
Example 1; 6-(4-Chlorophenyl)-3-[2-(dimethyIamino)-l-methyl-lET-benzimidazol-6-yl]thieno[3,2- d\\ [l,2,3]triazin-4(3H)-one; a) 3-Amino-5-(4-chIorophenyI)thiophene-2-carboxylic acid; Methyl 3-armno-5-(4-chlorophenyl)thiophene-2-carboxylate (2.00 g, 7.47 mmol) was refluxed in a solution of potassium hydroxide (2.0 g, 36 mmol) in 50 mL of water and 50 mL of methanol for 2 h. Methanol was evaporated and the residue was diluted to the double volume with water and washed with ethyl acetate. The aqueous layer was acidified with NaHSO4 (aq) and the precipitate was filtered, washed with water and dried to give 1.85 g (98percent) of the desired compound. 1H NMR (DMSOd6) δ 7.62 (m, 2H), 7.48 (m, 2H), 6.96 (s, IH).
98%
Stage #1: for 2 h; Heating / reflux
Example 1; 6"(4-Chlorophenyl)-3-{4-[2-(3-hydroxypyrrolidin-l-yI)ethoxy]-3- methoxyphenyl}thieno[3,2-rf][l,2,3]triazin-4(3i)-one; a) 3-Amino-5-(4-chIorophenyl)thiophene-2-carboxylic acid; Methyl 3-amino-5-(4-chlorophenyl)thiophene-2-carboxylate (2.00 g, 7.47 rnmol) was refluxed in a solution of potassium hydroxide (2.0 g, 36 mmol) in 50 mL of water and 50 mL of methanol for 2 h. Methanol was evaporated and the residue was diluted to the double volume with water and washed with ethyl acetate. The aqueous layer was acidified with NaHSO4 (aq) and the precipitate was filtered, washed with water and dried to give 1.85 g (98percent) of the desired compound. 1H NMR (DMSO-d6) δ 7.62 (m, 2H), 7.48 (m, 2H), 6.96 (s, IH).
References: [1] Patent: WO2007/11284, 2007, A1, . Location in patent: Page/Page column 22-23.
[2] Patent: WO2007/11285, 2007, A1, . Location in patent: Page/Page column 19.
[3] Patent: WO2007/11286, 2007, A1, . Location in patent: Page/Page column 20.
[4] Patent: WO2005/66163, 2005, A2, . Location in patent: Page/Page column 109.
[5] European Journal of Medicinal Chemistry, 2013, vol. 65, p. 223 - 231.
 

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