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[ CAS No. 56962-14-2 ] {[proInfo.proName]}

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Chemical Structure| 56962-14-2
Chemical Structure| 56962-14-2
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Product Details of [ 56962-14-2 ]

CAS No. :56962-14-2 MDL No. :MFCD24673790
Formula : C7H4Cl2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :JDTZZOXWEJEADB-UHFFFAOYSA-N
M.W : 191.01 Pubchem ID :10442530
Synonyms :

Safety of [ 56962-14-2 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 56962-14-2 ]

* 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 [ 56962-14-2 ]

[ 56962-14-2 ] Synthesis Path-Downstream   1~40

  • 1
  • [ 60-35-5 ]
  • [ 56962-14-2 ]
  • [ 103855-02-3 ]
YieldReaction ConditionsOperation in experiment
at 110℃;
  • 2
  • [ 141-82-2 ]
  • [ 56962-14-2 ]
  • 2,6-dichloro-3-hydroxy-<i>trans</i>-cinnamic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine; ethanol
  • 3
  • [ 56962-14-2 ]
  • [ 873983-87-0 ]
YieldReaction ConditionsOperation in experiment
With bromine; acetic acid at 100℃;
  • 4
  • [ 56962-14-2 ]
  • [ 120-83-2 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide
  • 5
  • [ 56962-14-2 ]
  • [ 60100-09-6 ]
  • [ 101495-60-7 ]
YieldReaction ConditionsOperation in experiment
at 98℃;
  • 7
  • [ 56962-14-2 ]
  • [ 2582-30-1 ]
  • [ 46388-73-2 ]
YieldReaction ConditionsOperation in experiment
With formic acid In ethanol
  • 9
  • [ 56962-14-2 ]
  • [ 77-78-1 ]
  • [ 6505-37-9 ]
YieldReaction ConditionsOperation in experiment
63% With sodium hydroxide for 1h; Heating;
  • 10
  • [ 56962-14-2 ]
  • ammonium cyanide [ No CAS ]
  • amino-(2,6-dichloro-3-hydroxy-phenyl)-acetonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 65℃;
YieldReaction ConditionsOperation in experiment
With chlorine; acetic acid
YieldReaction ConditionsOperation in experiment
With chlorine; acetic acid
  • 14
  • [ 56962-14-2 ]
  • [ 7726-95-6 ]
  • [ 64-19-7 ]
  • [ 873983-87-0 ]
  • 16
  • [ 56962-14-2 ]
  • [ 64-18-6 ]
  • [ 120-83-2 ]
YieldReaction ConditionsOperation in experiment
at 60 - 80℃;
  • 17
  • [ 33513-42-7 ]
  • [ 179626-59-6 ]
  • [ 56962-14-2 ]
  • 2,6-dichloro-3-triisopropylsilanyloxy-benzaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2,4-dichlorotriisopropylsilyloxybenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -68 - -10℃; Stage #3: With hydrogenchloride; sodium chloride Title compound not separated from byproducts;
  • 18
  • [ 179626-59-6 ]
  • [ 56962-14-2 ]
YieldReaction ConditionsOperation in experiment
1.26 g Multistep reaction;
  • 19
  • [ 120-83-2 ]
  • [ 56962-14-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 100 percent / 2,6-lutidine / CH2Cl2 / 0 °C 2.1: n-BuLi / hexane; tetrahydrofuran / 0.75 h / -78 °C 2.2: hexane; tetrahydrofuran / -68 - -10 °C 2.3: aq. HCl; NaCl
Multi-step reaction with 2 steps 1: 100 percent / 2,6-lutidine / CH2Cl2 / 0 °C
  • 20
  • [ 56962-14-2 ]
  • (RS)-2,6-dichloro-3-hydroxyphenylglycine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 6N HCl / H2O
  • 21
  • [ 56962-14-2 ]
  • C14H12Cl4N2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 63 percent / 2 N aq. NaOH / 1 h / Heating 2: acetonitrile / 3 h / Heating 3: 4 N aq. H2SO4 4: BBr3 / CH2Cl2 / a) -60 deg C, 30 min, b) 3 d, RT
  • 22
  • [ 56962-14-2 ]
  • D,L-1,2-bis(2,6-dichloro-3-hydroxyphenyl)ethylenediamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 63 percent / 2 N aq. NaOH / 1 h / Heating 2: acetonitrile / 3 h / Heating 3: 4 N aq. H2SO4 4: BBr3 / CH2Cl2 / a) -60 deg C, 30 min, b) 3 d, RT
  • 23
  • [ 56962-14-2 ]
  • 1,2-Bis-(2,6-dichloro-3-methoxy-phenyl)-ethane-1,2-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 63 percent / 2 N aq. NaOH / 1 h / Heating 2: acetonitrile / 3 h / Heating 3: 4 N aq. H2SO4
  • 24
  • [ 56962-14-2 ]
  • (1S,2S)-1,2-Bis-(2,6-dichloro-3-methoxy-phenyl)-ethane-1,2-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 63 percent / 2 N aq. NaOH / 1 h / Heating 2: acetonitrile / 3 h / Heating 3: 4 N aq. H2SO4
  • 25
  • [ 56962-14-2 ]
  • C30H24Cl4N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 63 percent / 2 N aq. NaOH / 1 h / Heating 2: acetonitrile / 3 h / Heating
  • 26
  • [ 56962-14-2 ]
  • C30H24Cl4N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 63 percent / 2 N aq. NaOH / 1 h / Heating 2: acetonitrile / 3 h / Heating
  • 27
  • [ 56962-14-2 ]
  • [ 4524-77-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetic acid; bromine / 100 °C 2: aqueous KOH
  • 28
  • [ 56962-14-2 ]
  • [ 7396-91-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: aqueous KOH 2: aq. NaOH solution
  • 29
  • [ 56962-14-2 ]
  • [ 60633-26-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: acetic acid; bromine / 100 °C 2: aqueous NaHCO3 3: aqueous KOH
  • 30
  • [ 56962-14-2 ]
  • [ 860243-14-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetic acid; bromine / 100 °C 2: aqueous NaHCO3
  • 31
  • [ 56962-14-2 ]
  • 4-bromo-2,6-dichloro-3-hydroxy-benzaldehyde-oxime [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetic acid; bromine / 100 °C
  • 33
  • [ 33513-42-7 ]
  • C13H18Cl2O2Si [ No CAS ]
  • [ 56962-14-2 ]
YieldReaction ConditionsOperation in experiment
45% Stage #1: tert-butyl-(2,4-dichloro-phenoxy)-dimethyl-silane With sec.-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 1.5h; Stage #3: With water; acetic acid In tetrahydrofuran at -78 - 20℃; 46 Preparation 46; 2,6-Dichloro-3-methoxy-benzaldehyde; Dissolve 2,4-dichloro-phenol (30 g, 184 mmol) and cool to 00C. Add imidazole(28 g, 405 mmol) followed by t-butyldimethylsilyl chloride (3 Ig, 202 mmol). Warm reaction mixture to room temperature, and stir for 20 minutes. Pour reaction mixture into water and extract with ether. Separate layers and wash organics with water, 2x brine, dry over sodium sulfate, filter and concentrate to yield 48.4 g (95%) of tert-butyl-(2,4- dichloro-phenoxy)-dimethyl-silane.Dissolve tert-Butyl-(2,4-dichloro-phenoxy)-dimethyl-silane (48.4g, 175 mmol) in tetrahydrofuran (575ml) and cool to -78°C. Add sec-butyl lithium (1.4M, 131ml, 183 mmol) slowly at -78°C and stir at -78°C for 30 minutes. Add N,N-dimethylformamide and stir at -78°C for 1.5 hours. Pour reaction mixture into acetic acid in water (1:12, 830 ml) and stir warming to room temperature. Extract with ether, wash with water, brine dry over sodium sulfate, filter and concentrate to yield a mixture of the title compound and EPO TBS protected analog. Slur in hexanes and filter to yield 15g (45%) of 2,6-dichloro-3- hydroxy-benzaldehyde.Dissolve 2,6-dichloro-3-hydroxy-benzaldehyde (10.7 g, 56 mmol) in N,N- dimethylformamide (80 ml), add potassium carbonate (15 g, 112 mmol) , cesium carbonate(18.3 g, 56 mmol), iodomethane (7 ml, 112 mmol) and stir over night at room temperature. Filter reaction mixture into water washing solids with DMF, extract filtrate with ethyl acetate wash with water, brine, dry over sodium sulfate, filter and concentrate to yield 10 g (87%) of 2,6-dichloro-3-methoxy-benzaldehyde.
  • 34
  • [ 56962-14-2 ]
  • [ 74-88-4 ]
  • [ 6505-37-9 ]
YieldReaction ConditionsOperation in experiment
87% With potassium carbonate; caesium carbonate In N,N-dimethyl-formamide at 20℃; 46 Preparation 46; 2,6-Dichloro-3-methoxy-benzaldehyde; Dissolve 2,4-dichloro-phenol (30 g, 184 mmol) and cool to 00C. Add imidazole(28 g, 405 mmol) followed by t-butyldimethylsilyl chloride (3 Ig, 202 mmol). Warm reaction mixture to room temperature, and stir for 20 minutes. Pour reaction mixture into water and extract with ether. Separate layers and wash organics with water, 2x brine, dry over sodium sulfate, filter and concentrate to yield 48.4 g (95%) of tert-butyl-(2,4- dichloro-phenoxy)-dimethyl-silane.Dissolve tert-Butyl-(2,4-dichloro-phenoxy)-dimethyl-silane (48.4g, 175 mmol) in tetrahydrofuran (575ml) and cool to -78°C. Add sec-butyl lithium (1.4M, 131ml, 183 mmol) slowly at -78°C and stir at -78°C for 30 minutes. Add N,N-dimethylformamide and stir at -78°C for 1.5 hours. Pour reaction mixture into acetic acid in water (1:12, 830 ml) and stir warming to room temperature. Extract with ether, wash with water, brine dry over sodium sulfate, filter and concentrate to yield a mixture of the title compound and EPO TBS protected analog. Slur in hexanes and filter to yield 15g (45%) of 2,6-dichloro-3- hydroxy-benzaldehyde.Dissolve 2,6-dichloro-3-hydroxy-benzaldehyde (10.7 g, 56 mmol) in N,N- dimethylformamide (80 ml), add potassium carbonate (15 g, 112 mmol) , cesium carbonate(18.3 g, 56 mmol), iodomethane (7 ml, 112 mmol) and stir over night at room temperature. Filter reaction mixture into water washing solids with DMF, extract filtrate with ethyl acetate wash with water, brine, dry over sodium sulfate, filter and concentrate to yield 10 g (87%) of 2,6-dichloro-3-methoxy-benzaldehyde.
  • 35
  • [ 56962-14-2 ]
  • [ 106-95-6 ]
  • [ 931410-23-0 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; 74 2,6-dichloro-3-hydroxybenzaldehyde (960mg, 5.03mmol) (Synthesis, 2004, 12, 2062), aliyl bromide (431 μL, 5.03mmol) and potassium carbonate (563mg, 10.06mmol) were combined in DMF (5mL) and stirred at room temperature for 18 hours. The DMF was removed in vacuo and the residue partitioned between diethyl ether (5OmL) and water (3OmL). The layers were separated and the aqueous extracted with diethyl ether (2x30mL). The combined organic solution was dried over magnesium sulphate and concentrated in vacuo to afford the title compound as a yellow solid which was used without further purification in preparation 75. 1HNMR(400MHz, CDCI3) δ: 4.62-4.65 (m, 2H), 5.35-5.38 (m, 1H), 5.45-5.52 (m, 1H), 6.00- 6.13 (m, 1H), 7.00-7.04 (m, 1H), 7.27-7.35 (m, 1H), 10.46 (s, 1H); LRMS APCI m/z 232 [M+H]+
  • 36
  • [ 6226-25-1 ]
  • [ 56962-14-2 ]
  • [ 1036383-24-0 ]
YieldReaction ConditionsOperation in experiment
34% With caesium carbonate In 1-methyl-pyrrolidin-2-one at 20℃; for 90h; 13.3 Step 3 - Preparation of2, 6-dιchloro-3-(2,2,2-tnfluoro-ethoxy)-ben∑aldehyde (115) [0175] To 2,6-dichloro-3-hydroxy-benzaldehyde (114, 2 06 g, 0 0108 mol) in N-methylpyrrolidinone (25 0 mL) were added cesium carbonate (7 02 g, 0 0215 mol) and trifluoro- methanesulfonic acid 2,2,2-tϖfluoro-ethyl ester (2 50 g, 0 0108 mol) under an atmosphere of nitrogen The reaction was stirred at room temperature for 90 hours The reaction was poured into water and extracted with ethyl acetate The organic layer was dried over anhydrous sodium sulfate and filtered The filtrate was concentrated and purified by silica gel column chromatography elutmg with 15% to 100% ethyl acetate in hexane to give a colorless oil (115, 1 00 g, 34 0%)
  • 37
  • [ 33513-42-7 ]
  • [ 169619-83-4 ]
  • [ 56962-14-2 ]
YieldReaction ConditionsOperation in experiment
72.6% Stage #1: tert-butyl-(2,4-dichloro-phenoxy)-dimethyl-silane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane for 1h; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane at 20℃; 13.2 Step 2 - Preparation of 2 6-dιchloro-3-hvdroxy-benzaldehvde (114) [0174] To tert-butyl-(2,4-dichloro-phenoxy)-dimethyl-silane (113, 4 00 g, 0 0144 mol) in tetrahydrofuran (50 0 mL), under an atmosphere of nitrogen at -78 0C, n-butyllithium (2 50 M in hexane, 6 06 mL) was added slowly After 30 minutes, N,N-dimethylformamide (1 34 mL, 0 0173 mol) was added to the reaction 4fter 1 hour, the reaction was allowed to warm to room temperature IN HCl (40 mL) was added to the reaction The reaction was poured into water and extracted with ethyl acetate The organic layer was dned over anhydrous sodium sulfate and filtered The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give a yellow solid (114, 2 0 g, 72 6%)
  • 38
  • [ 56962-14-2 ]
  • [ 100-39-0 ]
  • [ 1439373-59-7 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide In ethanol for 2h; Reflux;
  • 39
  • [ 56962-14-2 ]
  • [ 1439373-60-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / 2 h / Reflux 2: sodium tetrahydroborate / methanol; water / 2 h / 20 °C
  • 40
  • [ 56962-14-2 ]
  • [ 1439373-61-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium hydroxide / ethanol / 2 h / Reflux 2: sodium tetrahydroborate / methanol; water / 2 h / 20 °C 3: phosphorus tribromide / toluene / 12 h / 20 °C
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