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[ CAS No. 73936-80-8 ] {[proInfo.proName]}

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Chemical Structure| 73936-80-8
Chemical Structure| 73936-80-8
Structure of 73936-80-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 73936-80-8 ]

CAS No. :73936-80-8 MDL No. :MFCD30729987
Formula : C23H32O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 324.50 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 73936-80-8 ]

* 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 [ 73936-80-8 ]

[ 73936-80-8 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 73936-80-8 ]
  • [ 108679-71-6 ]
  • C30H35ClN2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
36% 45 g of 32% hydrochloric acid are rapidly added to a solution of 11.3 g (66 mmol) of <strong>[108679-71-6]3-aminochlorobenzoic acid</strong> in 10.9 g of 30% sodium hydroxide solution and 40 ml of water. After subsequently stirring for one hour, the mixture is cooled to from -5 to 0 C. 12.5 ml of an aqueous 40 % sodium nitrite solution (approximately 65 mmol of NaNO2) are then metered in at from -5 to 0 C. After subsequently stirring for one hour, excess nitrite is eliminated using a small amount of sulfamic acid. 3.04 g (76 mmol) of sodium hydroxide beads are dissolved, with stirring, in a solution of 26.0 g (76 mmol) of 4-(1,1,3,3-tetramethylbutyl)-2-cumyl-phenol (95 % purity) in 70 ml of methanol and 10 ml of xylene. 5.63 g (76 mmol) of calcium hydroxide are then added and the resulting suspension is cooled to 0 C. The diazonium salt solution is then added dropwise thereto at from 0 to 5 C. In parallel, approximately 10 g of calcium hydroxide and 20 ml of 30 % sodium hydroxide solution are metered in in order to maintain an alkaline pH. When the addition is complete, the mixture is gradually brought to 25 C. and stirred overnight to complete the reaction. After the introduction, with stirring, of 50 ml of water, 50 ml of 32 % hydrochloric acid, 100 ml of toluene and 200 ml of ethyl acetate, the aqueous phase is separated off and the organic phase is washed twice with 100 ml of water. The organic phases are combined and concentrated using a vacuum rotary evaporator. Crystallisation of the residue from methanol/hexane yields 12.1 g (36 %) of 4-chloro-3-[2-hydroxy-3-(1-methyl-1-phenyl-ethyl)-5-(1,1,3,3-tetramethyl-butyl)-phenylazo]-benzoic acid (compound 215, Table 2). M.p. 218-220 C
  • 2
  • [ 53312-76-8 ]
  • [ 73936-80-8 ]
  • C30H34ClN3O [ No CAS ]
YieldReaction ConditionsOperation in experiment
59% 5.0 g (32.7 mmol) of <strong>[53312-76-8]3-aminochlorobenzonitrile</strong> are stirred, in portions, into 60 ml of water at 95 C. 30 ml of 32 % hydrochloric acid are then added dropwise, and the mixture is cooled to room temperature and stirred for 16 hours to complete the reaction. After cooling to from -10 to -15 C., 9.0 ml of a 4N solution of sodium nitrite in water are metered in in the course of 40 minutes. The resulting diazonium salt solution is stirred for 30 minutes at -10 C. 2.2 g (54 mmol) of sodium hydroxide beads are dissolved, with stirring, in a solution of 5 g (0.54 mmol) of 4-(1,1,3,3 tetramethylbutyl)-2-cumyl-phenol (95 % purity) in 70 ml of methanol and 10 ml of xylene. After the solution has been cooled to <-15 C., the diazonium salt solution is added dropwise thereto within a period of 100 minutes at from -15 to -5 C. During the addition an alkaline pH is maintained by metering in approximately 30 ml of 30 % sodium hydroxide solution in parallel. When the addition is complete, 50 ml of xylene are added. The red suspension is gradually brought to 25 C. and stirred overnight to complete the reaction. After the introduction of 150 ml of ethyl acetate with stirring, and the addition of 100 ml of water and 5 ml of acetic acid, the aqueous phase is separated off and the organic phase is washed three times with 100 ml of water each time. The organic phases are combined and concentrated using a vacuum rotary evaporator. Crystallisation of the residue from methanol yields 9.4 g (59 %) of 4-chloro-3-[2-hydroxy-3-(1-methyl-1-phenyl-ethyl)-5-(1,1,3,3-tetramethyl-butyl)-phenylazo]-benzonitrile (compound 216, Table 2). M.p. 190-191 C
  • 3
  • [ 73936-80-8 ]
  • [ 98-36-2 ]
  • C29H35ClN2O4S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1-amino-2-chlorobenzene-5-sulphonic acid With hydrogenchloride; sodium hydroxide In water for 1h; Stage #2: With sodium nitrite In water at -5 - 0℃; for 1.1h; Stage #3: 2-cumyl-4-(1,1,3,3-tetramethylbutyl)-phenol With calcium hydroxide; sodium hydroxide more than 3 stages; 17.a EXAMPLE 17; Preparation of compound 113 (table 1); a) Preparation of compound 218 (table 2) 27.4 g (0.132 mol) of 2-chloroaniline-5-sulfonic acid are dissolved in 21.8 g of 30 % sodium hydroxide solution and 80 ml of water. 90 ml of 32 % hydrochloric acid are then rapidly added and the suspension is stirred for one hour. After cooling to from 0 to -5 C., 32.5 ml of a 4N solution of sodium nitrite in water are metered in in the course of 6.0 minutes. After subsequently stirring for one hour at from 0 to -5 C., excess nitrite is eliminated using a small amount of sulfamic acid. 6.08 g (0.152 mol) of sodium hydroxide beads are dissolved, with stirring, in a solution of 45.1 g (0.132 mol) of 4-(1,1,3,3 tetramethylbutyl)-2-cumyl-phenol (95 % purity) in 14 ml of methanol and 20 ml of xylene. 11.3 g (0.152 mol) of calcium hydroxide are then added and the resulting suspension is cooled to 0 C. The diazonium salt solution is then added dropwise thereto at from 0 to 5 C. In parallel, approximately 10 g of calcium hydroxide and 30 ml of 30 % sodium hydroxide solution are metered in to maintain an alkaline pH. When the addition is complete, the mixture is gradually brought to 25 C. and stirred overnight to complete the reaction. After the addition of 100 ml of water and 75 ml of 32 % hydrochloric acid, 300 ml of xylene and 150 ml of ethyl acetate are stirred in. The aqueous phase is separated off and the organic phase is washed three times with 100 ml of water each time. The organic phases are combined and concentrated using a vacuum rotary evaporator. 68.3 g of crude 4chloro-3-[2-hydroxy-3-(1-methyl-1-phenyl-ethyl)-5-(1,1,3,3-tetramethyl-butyl)-phenylazo]-benzenesulfonic acid (compound 217, Table 2) are obtained. M.p. 182 C. (decomposition). 300 ml of water and 30 ml of 30 % sodium hydroxide solution are added to 67.3 g (0.124 mol) of that compound, and the mixture is heated to from 80 to 85 C. and stirred for 0.5 hour at that temperature. After cooling to room temperature, the supernatant aqueous phase is decanted off and the residue is dissolved hot in 150 ml of water and 150 ml of ethanol. The product that crystallises out-on cooling is dried in vacuo. 48.0 g (64 %) of 4-chloro-3-[2-hydroxy-3-(1-methyl-1-phenyl-ethyl)-5-(1,1,3,3-tetramethyl-butyl)-phenylazo]-benzenesulfonic acid sodium salt (compound 218, Table 2) are obtained. M.p. 243-245 C
  • 4
  • [ 140-66-9 ]
  • [ 98-83-9 ]
  • [ 73936-80-8 ]
YieldReaction ConditionsOperation in experiment
73.4% With AMBERLYST 15DRY; at 90 - 95℃; for 10h; 206.4 g of p-t-Octylphenol and 20.6 g of strongly acidic cation exchange resin were addedAMBERLYST 15DRY into the reactor,The temperature was raised to 90 to 95 C, 94.6 g of alpha-methyl-styrene was added dropwise, , Dropping time 8 hours, After completion of the drop, the reaction was continued at 90 to 95 C for 2 hours, and the reaction was completed.Filtration recovery of strong acid cation exchange resin, the filtrate by distillation to get 2-cumyl-4-<strong>[140-66-9]tert-octylphenol</strong>.The filtrate was analyzed by gas chromatography: 2-cumyl-4-<strong>[140-66-9]tert-octylphenol</strong> 73.4%, 22.5% of p-t-Octylphenol, 0.18% of a-methylstyrene, 0.06% of 2,6-dicumyl-4-p-octylphenol; alpha-methylstyrene conversion rate of 99.4%; 2-cumyl-4-p-octyl phenol selectivity of 99.9%.
  • 5
  • [ 73936-80-8 ]
  • [ 73936-91-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: Oxone; potassium carbonate; sodium sulfate; tetra(n-butyl)ammonium hydrogensulfate; sodium ortho-iodobenzenesulfonate / ethyl acetate / 20 °C 2: pyridine; hydroxylamine hydrochloride / isopropyl alcohol / 3 h / Inert atmosphere; Reflux 3: triethyl borate / tetrahydrofuran / 24 h / 60 °C / Inert atmosphere 4: ammonium hydroxide; copper(II) sulfate / water; ethanol / Reflux
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