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[ CAS No. 19501-58-7 ] {[proInfo.proName]}

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Chemical Structure| 19501-58-7
Chemical Structure| 19501-58-7
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Product Details of [ 19501-58-7 ]

CAS No. :19501-58-7 MDL No. :MFCD00012945
Formula : C7H11ClN2O Boiling Point : -
Linear Structure Formula :CH3OC6H4NHNH3Cl InChI Key :FQHCPFMTXFJZJS-UHFFFAOYSA-N
M.W : 174.63 Pubchem ID :2723904
Synonyms :

Safety of [ 19501-58-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P337+P313-P362+P364-P332+P313 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 19501-58-7 ]

* 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 [ 19501-58-7 ]

[ 19501-58-7 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 39207-65-3 ]
  • [ 19501-58-7 ]
  • 4,5,6,7-tetrahydro-2-(4-methoxyphenyl)-3-isopropylindazole [ No CAS ]
  • 2
  • [ 19501-58-7 ]
  • [ 18931-60-7 ]
  • [ 188817-13-2 ]
  • 3
  • [ 19501-58-7 ]
  • [ 104618-32-8 ]
  • [ 147009-21-0 ]
YieldReaction ConditionsOperation in experiment
97% In ethanol; for 2.5h;Reflux; A solution of <strong>[104618-32-8]N-(4-oxocyclohexyl)phthalimide</strong> (14, 5.00 g, 21 mmol, 1 eq.) and 4-methoxyphenylhydrazine hydrochloride (3.59 g, 21 mmol, 1 eq.) in dry ethanol (100 mL) was heated at reflux for 2.5 h. After cooling down to room temperature, the precipitate was filtrated off and washed with ethanol 96% (3 * 10 mL). The solid was dried under reduced pressure and freeze-dried overnight. Rf = 0.66 (cyclohexane/ethyl acetate/dimethylethylamine 5:5:0.2). Colorless solid, mp 222-223 C, yield 6.88 g (97%). Purity (HPLC): 84.1% (tR = 22.2 min). C21H18N2O3 (346.4 g/mol). Exact mass (APCI): m/z = 347.1389 (calcd. 347.1390 for C21H19N2O3 [M + H+]). 1H NMR (400 MHz, DMSO-D6): delta (ppm) = 2.03-2.11 (m, 1H, 2-H), 2.67 (tt, J = 12.3/6.4 Hz, 1H, 2-H), 2.80-2.98 (m, 3H, 1-CH2, 4-H), 3.20-3.28 (m, 1H, 4-H), 3.71 (s, 3H, OCH3), 4.43-4.52 (m, 1H, 3-H), 6.65 (dd, J = 8.7/2.4 Hz, 1H, 7-H), 6.82 (d, J = 2.4 Hz, 1H, 5-H), 7.15 (d, J = 8.7 Hz, 1H, 8-H), 7.84-7.91 (m, 4H, 4-Hphth, 5-Hphth, 6-Hphth, 7-Hphth), 10.61 (s, 1H, NH). 13C NMR (101 MHz, DMSO-D6): delta (ppm) = 22.6 (1C, C-1), 24.7 (1C, C-4), 26.5 (1C, C-2), 47.8 (1C, C-3), 55.3 (1C, OCH3), 99.7 (1C, C-5), 106.3 (1C, C-4a), 109.9 (1C, C-7), 111.2 (1C, C-8), 123.0 (2C, C-4phth, C-7phth), 127.2 (1C, C-4b), 131.3 (1C, C-8a), 131.5 (2C, C-3aphth, C-7aphth), 134.2 (1C, C-9a), 134.4 (2C, C-5phth, C-6phth), 153.0 (1C, C-6), 167.9 (2C, C=O). FTIR (neat): ? (cm-1) = 3425 (w, N-H), 3379 (w, C-H, arom), 2924 (w, C-H, aliph), 1697 (s, C=O), 1597 (w, C-C, arom).
In ethanol; EXAMPLE 3 3-Amino-6-methoxy-1,2,3,4-tetrahydrocarbazole hydrochloride Reaction of 4-methoxyphenyl hydrazine hydrochloride (0.87 g, 5.0 mmol) with 4-phthalimido-cyclohexanone (1.22 g, 5.0 mmol) in ethanol (20 ml) heated under reflux for 2 hr, followed by cooling and removal of the precipitated solid by filtration gave 3-phthalimido-6-methoxy-1,2,3,4-tetrahydrocarbazole (1.62 g).
In ethanol; Example 3 3-Amino-6-methoxy-1,2,3,4-tetrahydrocarbazole hydrochloride Reaction of 4-methoxyphenyl hydrazine hydrochloride (0.87 g, 5.0 mmol) with 4-phthalimido-cyclohexanone (1.22 g, 5.0 mmol) in ethanol (20 ml) heated under reflux for 2 hr, followed by cooling and removal of the precipitated solid by filtration gave 3-phthalimido-6-methoxy-1,2,3,4-tetrahydrocarbazole (1.62 g).
In ethanol; Example 3 3-Amino-6-methoxy-1,2,3,4-tetrahydrocarbazole hydrochloride Reaction of 4-methoxyphenyl hydrazine hydrochloride (0.87g, 5.0 mmol) with 4-phthalimido-cyclohexanone (1.22g, 5.0 mmol) in ethanol (20 ml) heated under reflux for 2 hr, followed by cooling and removal of the precipitated solid by filtration gave 3-phthalimido-6-methoxy-1,2,3,4-tetrahydrocarbazole (1.62g).

  • 4
  • [ 29745-44-6 ]
  • [ 24686-78-0 ]
  • [ 19501-58-7 ]
  • (2-benzoyl-8-methoxy-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-pyridin-2-yl-methanone [ No CAS ]
  • 5
  • [ 53400-41-2 ]
  • [ 19501-58-7 ]
  • [ 880553-71-9 ]
  • 6
  • [ 19501-58-7 ]
  • [ 618910-07-9 ]
  • 8
  • [ 19501-58-7 ]
  • [ 53164-05-9 ]
  • 9
  • [ 19501-58-7 ]
  • [ 1218-69-5 ]
  • [ 201530-45-2 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In ethanol; EXAMPLE 8 3,5-Bis(2-hydroxyphenyl)-1-(4-methoxyphenyl)-1H-[1,2,4]triazole 5 g of <strong>[1218-69-5]2-(2-hydroxyphenyl)benz[e][1,3]oxazin-4-one</strong>, 3.7 g of 4-methoxyphenylhydrazine hydrochloride and 3 ml of triethylamine are boiled under reflux for 2 h in 75 ml of ethanol. The mixture is cooled, poured onto water and extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated on a rotary evaporator. The residue is crystallized from isopropanol. After drying, 3,5-bis(2-hydroxyphenyl)-1-(4-methoxyphenyl)-1H-[1,2,4]triazole remains as colorless crystals of m.p. 179-181 C.
  • 10
  • [ 6668-24-2 ]
  • [ 19501-58-7 ]
  • [ 1179891-15-6 ]
  • [ 1179891-19-0 ]
  • 11
  • [ 19501-58-7 ]
  • [ 123-76-2 ]
  • [ 2882-15-7 ]
  • 12
  • [ 19063-55-9 ]
  • [ 19501-58-7 ]
  • [ 112768-11-3 ]
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