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Chemical Structure| 33906-30-8 Chemical Structure| 33906-30-8

Structure of 33906-30-8

Chemical Structure| 33906-30-8

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Product Details of [ 33906-30-8 ]

CAS No. :33906-30-8
Formula : C7H9ClN2O2
M.W : 188.61
SMILES Code : O=C(O)C1=CC=CC=C1NN.[H]Cl

Safety of [ 33906-30-8 ]

Application In Synthesis of [ 33906-30-8 ]

* 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.

  • Downstream synthetic route of [ 33906-30-8 ]

[ 33906-30-8 ] Synthesis Path-Downstream   1~42

  • 1
  • [ 122-31-6 ]
  • [ 33906-30-8 ]
  • [ 55317-53-8 ]
  • 2
  • [ 120-57-0 ]
  • [ 33906-30-8 ]
  • 2-piperonylidenehydrazino-benzoic acid [ No CAS ]
  • 3
  • [ 108-94-1 ]
  • [ 33906-30-8 ]
  • [ 65764-51-4 ]
  • 4
  • [ 141-97-9 ]
  • [ 33906-30-8 ]
  • [ 109128-56-5 ]
  • 5
  • [ 33906-30-8 ]
  • [ 7364-25-2 ]
  • 7
  • [ 33906-30-8 ]
  • [ 100-52-7 ]
  • [ 4036-59-3 ]
  • 8
  • [ 33906-30-8 ]
  • [ 17303-83-2 ]
  • [ 17303-90-1 ]
  • 9
  • [ 33906-30-8 ]
  • [ 25112-00-9 ]
  • [ 25112-09-8 ]
  • 10
  • [ 2525-16-8 ]
  • [ 33906-30-8 ]
  • 2-[N'-Azepan-(2Z)-ylidene-hydrazino]-benzoic acid; hydrochloride [ No CAS ]
  • 11
  • [ 99-49-0 ]
  • [ 33906-30-8 ]
  • carvone hydrazono-orthobenzoic acid [ No CAS ]
  • 12
  • [ 10198-84-2 ]
  • [ 33906-30-8 ]
  • 2-(2-Carboxyphenyl)-3-(pyridin-2-yl)-4,5,6,7-tetrahydroindazole [ No CAS ]
  • 13
  • [ 33906-30-8 ]
  • [ 123-06-8 ]
  • [ 124570-55-4 ]
  • 14
  • [ 2648-51-3 ]
  • [ 33906-30-8 ]
  • 2-{N'-[3,3-Dichloro-prop-2-en-(E)-ylidene]-hydrazino}-benzoic acid [ No CAS ]
  • 15
  • [ 4428-98-2 ]
  • [ 33906-30-8 ]
  • <1,2,4>Triazolo<1,5-a>chinazolin-5(4H)-on [ No CAS ]
  • 16
  • [ 53557-77-0 ]
  • [ 33906-30-8 ]
  • (5-Oxo-4,5-dihydro<1,2,4>triazolo<1,5-a>chinazolin-2-yl)-acetonitrile [ No CAS ]
  • 17
  • [ 1558-82-3 ]
  • [ 33906-30-8 ]
  • [ 73549-69-6 ]
  • 18
  • [ 33906-30-8 ]
  • [ 98-88-4 ]
  • [ 83412-89-9 ]
  • 19
  • [ 33906-30-8 ]
  • [ 122-04-3 ]
  • [ 83412-90-2 ]
  • 20
  • [ 24424-99-5 ]
  • [ 33906-30-8 ]
  • [ 155290-47-4 ]
YieldReaction ConditionsOperation in experiment
93% With sodium carbonate; In 1,4-dioxane; water; at 0 - 20℃; for 24h;pH 8 - 9; a) 2-[2-(tert-Butoxycarbonyl)hydrazino]benzoic acid (IV'A.1); To a solution of 3 g of <strong>[33906-30-8]2-hydrazinobenzoic acid hydrochloride</strong> (16 mmol, 1 eq.) in dioxane (1 mL/mmol) is added a solution of 3.81 g of Boc2O (17.5 mmol, 1.1 eq.) in dioxane (0.4 mL/mmol). The solution is cooled to 0 C. and aqueous 5% Na2CO3 solution is added dropwise to pH 8-9. The solution is then warmed to room temperature and stirring is continued for 24 hours. The dioxane is evaporated off. The medium is taken up in water and then acidified with 1N HCl solution to pH 1. The mixture is extracted three times with ethyl acetate. The combined organic phases are dried over sodium sulfate, filtered and evaporated to dryness. The powder obtained is triturated with petroleum ether and then dried under vacuum to give 3.75 g of compound (IV'A.1) (yield 93%).1H NMR 300 MHz (DMSO): delta (ppm)=1.41 (s, 9H, C(CH3)3); 6.75 (t, J=7.5 Hz, 1H, H3); 6.86 (d, J=8.1 Hz, 1H, H5); 7.43 (t, J=7.8 Hz, 1H, H4); 7.81 (d, J=8.1 Hz, 1H, H6); 8.88 (s, 1H, NH); 9.05 (s, 1H, NH); 13 (s, 1H, COOH).IR (KBr): nuNH=3381.6 cm-1; nuCsp3-H=2971.7 cm-1; nuCO=1697.6 cm-1 and 1676.7 cm-1; nuCC=1609.1 cm-1 and 1587.2 cm-1.Melting point=146 C.
93% With sodium carbonate; In 1,4-dioxane; water; at 20℃; for 24h;pH 8 - 9; A solution of <strong>[33906-30-8]2-hydrazinobenzoic acid hydrochloride</strong>(l: l) (3.00 g, 15.9 mmol) in dioxane (55 ml) was treated with a solution of di-tert-butyl dicarbonate (3.8 g, 17 mmol) in dioxane (7 ml). The resulting solution was cooled to 0 C and the solution was adjust to pH 8-9 with an aqueous solution of sodium carbonate (5% w/w). The reaction mixture was stirred 24 h at room temperature. The dioxane was evaporated, the residue was retaken in water. The solution was brought to pH =1 with an aqueous solution of hydrogenchloride (IN). The mixture was extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and evaporated. The resulting solid was triturated with petroleum ether, filtered off and dried under high vacuum affording 3.75 g (93 % of th.) of the title compound. LC-MS (Method 6): Rt = 1.07 min; MS (ESIneg): m/z = 251.2. [M-H]"
  • 21
  • anthranilic acid-hydrochloride [ No CAS ]
  • [ 33906-30-8 ]
  • 22
  • [ 33906-30-8 ]
  • phosphorus oxychloride [ No CAS ]
  • [ 29110-74-5 ]
  • 24
  • [ 33906-30-8 ]
  • [ 1118-60-1 ]
  • 5-amino-3-methyl-1-o-carboxyphenylpyrazole [ No CAS ]
  • 25
  • [ 7169-34-8 ]
  • [ 33906-30-8 ]
  • 2-(<i>N</i>'-benzofuran-3-ylidene-hydrazino)-benzoic acid [ No CAS ]
  • 26
  • [ 60770-51-6 ]
  • [ 33906-30-8 ]
  • 2-[<i>N</i>'-(5-iodo-benzofuran-3-ylidene)-hydrazino]-benzoic acid [ No CAS ]
  • 27
  • [ 3261-05-0 ]
  • [ 33906-30-8 ]
  • 2-[<i>N</i>'-(5-chloro-benzofuran-3-ylidene)-hydrazino]-benzoic acid [ No CAS ]
  • 28
  • [ 25158-68-3 ]
  • [ 33906-30-8 ]
  • 2-[<i>N</i>'-(5-nitro-benzofuran-3-ylidene)-hydrazino]-benzoic acid [ No CAS ]
  • 29
  • [ 14548-39-1 ]
  • [ 33906-30-8 ]
  • o-[(2,3-dihydro-6-bromoinden-3-ylidene)hydrazino]-benzoic acid [ No CAS ]
  • 30
  • [ 67159-79-9 ]
  • [ 33906-30-8 ]
  • 2-[<i>N</i>'-(3,3-dimethyl-6-nitro-indan-1-ylidene)-hydrazino]-benzoic acid [ No CAS ]
  • 31
  • [ 33906-30-8 ]
  • [ 54450-20-3 ]
  • o-[(2,3-dihydro-5-bromobenzofuran-3-ylidene)hydrazino]-benzoic acid [ No CAS ]
  • 32
  • [ 125142-93-0 ]
  • [ 33906-30-8 ]
  • 2-[4-(2-hydroxy-phenoxy)-3,5-dimethyl-pyrazol-1-yl]-benzoic acid [ No CAS ]
  • 33
  • [ 33906-30-8 ]
  • potassium salt of 2-formyldimedone [ No CAS ]
  • [ 494209-55-1 ]
  • 34
  • [ 33906-30-8 ]
  • 6-dimethylaminomethylene-5-oxo-2-(4-pyridyl)-5,6,7,8-tetrahydroquinazoline [ No CAS ]
  • 1-(2-carboxyphenyl)-7-(4-pyridyl)-4,5-dihydropyrazolo[3,4-f]quinazoline [ No CAS ]
  • 35
  • [ 15839-56-2 ]
  • [ 33906-30-8 ]
  • 2-(4,5,6,7-tetrahydro-indazol-2-yl)-benzoic acid [ No CAS ]
  • 36
  • [ 102-52-3 ]
  • [ 33906-30-8 ]
  • [ 55317-53-8 ]
  • 37
  • [ 50329-91-4 ]
  • [ 33906-30-8 ]
  • 2-(2-hydroxycarbonylphenyl)[1]benzopyrano[4,3-c]pyrazol-4(2H)-one [ No CAS ]
  • 38
  • [ 50329-91-4 ]
  • [ 33906-30-8 ]
  • 2-[<i>N</i>'-(4-chloro-2-oxo-2<i>H</i>-chromen-3-ylmethylene)-hydrazino]-benzoic acid [ No CAS ]
  • 39
  • [ 108-94-1 ]
  • [ 33906-30-8 ]
  • [ 65764-56-9 ]
YieldReaction ConditionsOperation in experiment
76% In acetic acid; for 3.5h;Heating / reflux; A solution of 2-hydrazinobenzoic acid, hydrochloride (40.0 g, 0.212 mol) and cyclohexanone (26 ml, 0.254 mol) in ACOH (500 ml) was refluxed for 3.5 h before the solvent was evaporated and water (200 ml) and EtOAc (1000 ml) was added. Organic layer was extracted with 1N NAOH and the combined aqueous layers acidified with 6 N HCl and extracted with EtOAc, organic layers dried (MGS04) and concentrated. Yield 34.88 g (76%); white solid. 'H NMR (400 MHz, DMSO-d6) 8 1.77-1. 80 (M, 4 H), 2.61-2. 64 (M, 2 H), 2.75 (M, 2 H), 7.01 (t, J=8 Hz, 1 H), 7.58 (d, J=8 Hz, 1 H), 7.63 (d, J=8 Hz, 1 H), 10.56 (s, 1 H), 12.81 (s, 1 H). I3C NMR (100 MHz, DMSO-d6) 8 20.39, 22.70, 22.87, 108.46, 112.51, 117.50, 122. 28, 122.64, 128.82, 134.73, 136.26, 168.10. CAS [65764-56-9]
  • 40
  • [ 33906-30-8 ]
  • [ 589-92-4 ]
  • [ 185556-32-5 ]
YieldReaction ConditionsOperation in experiment
In water; acetic acid; Production Example 18 Methyl 6-methyl-9H-carbazole-1-carboxylate STR27 A suspension of 2.0 g (10.6 mmol) of <strong>[33906-30-8]2-hydrazinobenzoic acid hydrochloride</strong> in acetic acid (20 ml) was slowly boiled under stirring and 1.2 ml (9.8 mmol) of 4-methylcyclohexanone was dropped thereinto. The obtained mixture was heated under reflux for 8 hours and then allowed to cool. After adding water, the precipitate thus formed was recovered by filtration, washed with water and dried to thereby give 1.96 g of 6-methyl-5,6,7,8-tetrahydro-9H-carbazole-1-carboxylic acid.
  • 41
  • [ 33906-30-8 ]
  • [ 100-52-7 ]
  • [ 4036-59-3 ]
YieldReaction ConditionsOperation in experiment
69% In ethanol; water; at 20℃; for 3h; EXAMPLES; Example 1. Preparation of l-CycIobutylamino-^hydroxy-lH-quinolin-Z-one.; Part A. Preparation of 2-(N'-benzylidene-hydrazino)-benzoic acid.Benzaldehyde; To a solution of 2-hydrazino-benzoic acid mono hydrochloric acid salt (13.66 g, 72.42 mmol) dissolved in water (580 mL) and ethanol (125 mL) was added a solution of benzaldehyde (7.35 mL, 72.42 mmol) in ethanol (20 mL) dropwise at room temperature. The reaction mixture was stirred at room temperature for an additional 3 hours. The resulting solid was collected by filtration and dried in a vacuum oven to provide 12.0 g (69%) of 2-(N'-benzylidene-hydrazino)-benzoic acid as a yellow solid.
  • 42
  • [ 614-16-4 ]
  • [ 33906-30-8 ]
  • [ 725246-86-6 ]
YieldReaction ConditionsOperation in experiment
69% With acetic acid; at 150℃; for 0.0833333h;Microwave irradiation; EXAMPLE 1:; 2-phenylpyrazolori,5-alphalquinazolin-5(4//)-one; A solution (0.66 M) of <strong>[33906-30-8]2-hydrazinobenzoic acid hydrochloride</strong> (from Aldrich) in AcOH was treated with benzoylnitrile (1 eq.). The reaction mixture was heated at 1500C under microwave irradiation for 5 min. The resulting precipitate was filtered, washed with Et2O and dried to afford(69%) the title compound as a solid.1U NMR (400 MHz, DMSO-de, 300K) delta 6.38 (s, IH), 7.40 (t, J 7.6 Hz, IH), 7.48 (t, J 7.6 Hz,2H), 7.51 (t, J7.6 Hz, IH), 7.91 (t, J7.6 Hz, IH), 7.97 (d, J7.6 Hz, 2H), 8.17-8.14 (m, 2H),12.31 (s, IH). MS (ES+) Ci6HnN3O requires: 261, found: 262 (M+H)+.
 

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