Home Cart 0 Sign in  
X

[ CAS No. 13401-56-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 13401-56-4
Chemical Structure| 13401-56-4
Chemical Structure| 13401-56-4
Structure of 13401-56-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 13401-56-4 ]

Related Doc. of [ 13401-56-4 ]

Alternatived Products of [ 13401-56-4 ]

Product Details of [ 13401-56-4 ]

CAS No. :13401-56-4 MDL No. :MFCD00004684
Formula : C5H11ClO Boiling Point : -
Linear Structure Formula :- InChI Key :CAZPRAORHCOIHC-UHFFFAOYSA-N
M.W : 122.59 Pubchem ID :83407
Synonyms :

Calculated chemistry of [ 13401-56-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 31.85
TPSA : 20.23 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.11 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.72
Log Po/w (XLOGP3) : 1.32
Log Po/w (WLOGP) : 1.24
Log Po/w (MLOGP) : 1.53
Log Po/w (SILICOS-IT) : 1.16
Consensus Log Po/w : 1.4

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.3
Solubility : 6.15 mg/ml ; 0.0502 mol/l
Class : Very soluble
Log S (Ali) : -1.35
Solubility : 5.53 mg/ml ; 0.0451 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.51
Solubility : 3.81 mg/ml ; 0.031 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.42

Safety of [ 13401-56-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P210-P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501 UN#:N/A
Hazard Statements:H227-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 13401-56-4 ]

* 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 [ 13401-56-4 ]

[ 13401-56-4 ] Synthesis Path-Downstream   1~84

  • 5
  • tris-dimethylamino-(3-hydroxy-2,2-dimethyl-propoxy)-phosphonium; chloride [ No CAS ]
  • [ 13401-56-4 ]
  • 6
  • [ 13401-56-4 ]
  • [ 1608-26-0 ]
  • (3-chloro-2,2-dimethyl-propoxy)-tris-dimethylamino-phosphonium; perchlorate [ No CAS ]
  • 7
  • [ 13401-56-4 ]
  • 3-chloro-2,2-dimethylpropan-1-[2H]ol [ No CAS ]
  • 8
  • [ 13401-56-4 ]
  • [ 50-00-0 ]
  • [ 74-87-3 ]
  • [ 34557-54-5 ]
  • [ 74-84-0 ]
  • [ 115-11-7 ]
  • 9
  • [ 1189-71-5 ]
  • [ 13401-56-4 ]
  • C6H11Cl2NO4S [ No CAS ]
  • 10
  • [ 13401-56-4 ]
  • [ 143-33-9 ]
  • 2-Amino-4-chloro-3,3-dimethyl-butyronitrile; hydrochloride [ No CAS ]
  • 11
  • [ 696-63-9 ]
  • [ 13401-56-4 ]
  • [ 202665-75-6 ]
  • 14
  • [ 13401-56-4 ]
  • [ 32315-10-9 ]
  • [ 306950-89-0 ]
  • [ 590385-49-2 ]
  • 15
  • [ 658085-52-0 ]
  • [ 13401-56-4 ]
  • [4-(2,4-difluoro-5-methoxycarbamoyl-phenylamino)-5-isopropyl-pyrrolo[2,1-<i>f</i>][1,2,4]triazin-6-yl]-carbamic acid 3-chloro-2,2-dimethyl-propyl ester [ No CAS ]
  • 16
  • [ 13401-56-4 ]
  • [ 776302-32-0 ]
  • [ 847200-00-4 ]
  • 17
  • [ 13401-56-4 ]
  • Allyl-[3-chloro-2,2-dimethyl-prop-(E)-ylidene]-amine [ No CAS ]
  • 18
  • [ 13401-56-4 ]
  • cis-4-[(2-chloro-1,1-dimethyl)ethyl]-1-isopropyl-3-methoxyazetidin-2-one [ No CAS ]
  • 19
  • [ 13401-56-4 ]
  • [3-Chloro-2,2-dimethyl-prop-(E)-ylidene]-cyclohexyl-amine [ No CAS ]
  • 20
  • [ 13401-56-4 ]
  • [ 769939-30-2 ]
  • 21
  • [ 13401-56-4 ]
  • cis-1-allyl-4-[(2-chloro-1,1-dimethyl)ethyl]-3-methoxyazetidin-2-one [ No CAS ]
  • 22
  • [ 13401-56-4 ]
  • cis-1-allyl-4-[(2-chloro-1,1-dimethyl)ethyl]-3-phenyloxyazetidin-2-one [ No CAS ]
  • 23
  • [ 13401-56-4 ]
  • cis-3-benzyloxy-4-[(2-chloro-1,1-dimethyl)ethyl]-1-isopropylazetidin-2-one [ No CAS ]
  • 24
  • [ 13401-56-4 ]
  • cis-1-allyl-3-benzyloxy-4-[(2-chloro-1,1-dimethyl)ethyl]azetidin-2-one [ No CAS ]
  • 25
  • [ 13401-56-4 ]
  • [ 769939-26-6 ]
  • 26
  • [ 13401-56-4 ]
  • cis-3-benzyloxy-4-[(2-chloro-1,1-dimethyl)ethyl]-1-cyclohexylazetidin-2-one [ No CAS ]
  • 28
  • [ 13401-56-4 ]
  • carbonic acid 3-chloro-2,2-dimethyl-propyl ester 1-ethanesulfinyl-2,2-dimethyl-5-oxo-4-(2,4,6-trimethyl-phenyl)-2,5-dihydro-1<i>H</i>-pyrrol-3-yl ester [ No CAS ]
  • 29
  • [ 13401-56-4 ]
  • carbonic acid 3-chloro-2,2-dimethyl-propyl ester 1-ethanesulfonyl-2,2-dimethyl-5-oxo-4-(2,4,6-trimethyl-phenyl)-2,5-dihydro-1<i>H</i>-pyrrol-3-yl ester [ No CAS ]
  • 30
  • [ 13401-56-4 ]
  • [ 202665-76-7 ]
  • 31
  • [ 13401-56-4 ]
  • 3-[(4-methoxyphenyl)sulfonyl]-2,2-dimethylpropane-1-thiol [ No CAS ]
  • 32
  • [ 13401-56-4 ]
  • [ 202665-77-8 ]
  • 33
  • [ 13401-56-4 ]
  • [ 131149-82-1 ]
  • 34
  • [ 13401-56-4 ]
  • 4-Chloro-2-[3-chloro-2,2-dimethyl-prop-(E)-ylideneamino]-3,3-dimethyl-butyronitrile [ No CAS ]
  • 37
  • [ 13401-56-4 ]
  • 2-Ethyl-5,5-dimethyl-5,6-dihydro-2H-[1,3]thiazine [ No CAS ]
  • 38
  • [ 13401-56-4 ]
  • (2S,4S)-2-Ethyl-4-(methoxycarbonylmethyl-carbamoyl)-5,5-dimethyl-[1,3]thiazinane-3-carboxylic acid methyl ester [ No CAS ]
  • 39
  • [ 13401-56-4 ]
  • [ 185023-98-7 ]
  • 40
  • [ 13401-56-4 ]
  • C8H14ClN3O5S [ No CAS ]
  • 44
  • [ 13401-56-4 ]
  • [ 106367-23-1 ]
  • 45
  • [ 13401-56-4 ]
  • [ 106367-24-2 ]
  • 46
  • [ 13401-56-4 ]
  • [ 106367-21-9 ]
  • 47
  • [ 13401-56-4 ]
  • [ 106367-19-5 ]
  • 48
  • [ 13401-56-4 ]
  • [ 106367-20-8 ]
  • 49
  • [ 13401-56-4 ]
  • [ 14389-02-7 ]
  • 50
  • [ 13401-56-4 ]
  • [ 868613-19-8 ]
YieldReaction ConditionsOperation in experiment
68% Example 6 :1-chloro-2,2-dimethyl-3,3-diethoxy--propane (formula (IV): X=Cl, R1= R2= CH3CH2- (IVC)) ;A solution of 6.76 ml (77.5mmol) de (COCl)2 in 220 ml of dry dichloromethane is cooled to -40C. Then 153.8 ml (10.9 mmol) of dimethylsulfoxide are added slowly. 5 minutes later, a solution of 7.5 g of 1-chloro-2,2-dimethyl-propanol (formula (VIC): X=Cl) in 61 ml of dichloromethane is added. The mixture is stirred for 15 minutes followed by the addition of 36 ml (264.3mmol) de Et3N. 30ml of dichloromethane are added and the mixture is warmed to room temperature. The organic phase is washed with water (3x150 ml), dried over sodium sulfate, concentrated in vacuo (17C / 75 mbar). The oil obtained is solubilized in ethanol and the solution is heated under reflux with a catalytic amount of PTSA for 120 minutes, concentrated in vacuo (19C/32 mbar). After distillation at 62-65C under 10 mbar, 8 g of compound (IVC) are obtained (yield : 68%). H1RMN delta ppm : 0.96 (s,6H, 2CH3); 1.25 (t, 6H,J=8HZ; OCH2CH3); 3.44(s,2H,CH2Cl); 3.48-3.57 (m,2H,CH2O); 3.75-3.88 (m,2H, CH2O); 4.25 (s,1H,anomeric) 13C RMN delta ppm :15.4 (2C,CH3); 20.4 (2C, OCH2CH3); 41.4 (q);53.1 (CH2Cl);65.8 ((2C, OCH2CH3); 107.7 (anomeric). IR(film) cm-1: 656; 1063; 1249; 1381;1474; MS m:z =159
  • 51
  • [ 13401-56-4 ]
  • [ 51916-34-8 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; sodium iodide; In DMF (N,N-dimethyl-formamide); for 8h;Heating / reflux; Example 1; :3-iodo-2,2-dimethyl-1-propandioxolane (formula (IVA))A); Preparation according to scheme 5: a) 3-iodo-2,2-dimethyl-propanol (formula (VI): X=I (VIC)): 80 g (0.53 mol) of dry Nal and 5 g (0.03 mol) of K2CO3 are added under argon to a solution of 50 g (0.4 mol) of <strong>[13401-56-4]3-chloro-2,2-dimethyl-1-propanol</strong> (formula VIA) in 75 ml of DMF. The mixture is stirred at reflux for 8 hours. The reaction mixture is subsequently brought to room temperature and diluted by addition of 500 ml of water. The organic phase is extracted with 1050 ml of ethyl acetate, washed with a saturated aqueous solution of Na2SO3, then with a 250 ml of a saturated solution of sodium bicarbonate dried over 60 g of anhydrous magnesium sulfate and evaporated to give crude compound of formula (VIC). H1RMN delta ppm : 0.97 (s,6H,CH3); 2.48 (s, broad, OH) ; 3.17 (s, 2H, CH2); 3.37 (s,2H, CH2). 13C RMN delta ppm : 20.3 (CH2l); 23.7 (2C,CH3); 35.5 (q, 1C) ; 69.7 (CH20)
  • 52
  • 3-chloro-2-(4-chloro-3-hydroxyphenyl)-4,5,6,7-tetrahydroindazole [ No CAS ]
  • [ 13401-56-4 ]
  • [ 178423-65-9 ]
YieldReaction ConditionsOperation in experiment
With potassium iodide; potassium carbonate; In N-methyl-acetamide; water; ethyl acetate; 3-Chloro-2-[4-chloro-3-(1'-hydroxy-2',2'-dimethyl-prop-3'-oxy)-phenyl]-4,5,6,7-tetrahydroindazole A mixture of 2.8 g of 3-chloro-2-[4-chloro-3-hydroxyphenyl]-4,5,6,7-tetrahydroindazole, 2.8 g of potassium carbonate, 1.5 g of potassium iodide, 1.2 g of <strong>[13401-56-4]1-chloro-2,2-dimethyl-3-propanol</strong> and 100 ml of dimethylformamide was refluxed for 6 hours. The mixture was then treated with a further 2.8 g of potassium carbonate, 1.5 g of potassium iodide and 1.2 g of <strong>[13401-56-4]1-chloro-2,2-dimethyl-3-propanol</strong>. The mixture was subsequently refluxed for another 6 hours. The cooled reaction mixture was concentrated, whereupon the residue was taken up in water. The product was extracted using ethyl acetate, isolated by drying the combined organic phases over sodium sulfate and removing the solvent, and purified by means of chromatography on silica gel (eluent: cyclohexane/methyl tert-butyl ether=7:3). Yield: 1.6 g.
  • 53
  • [ 75-77-4 ]
  • [ 13401-56-4 ]
  • [ 80813-42-9 ]
YieldReaction ConditionsOperation in experiment
With 1,1,1,3,3,3-hexamethyl-disilazane; In cyclohexane; argon; 1. Preparation of 3-Chloro-2,2-dimethyl-1-trimethylsilyloxy-propane Lot 9103 (472-11) A one liter, three-necked flask was fitted with a large magnetic stir bar, a reflux condenser, a teflon clad thermocouple, a 125 ml. pressure-equalizing addition funnel, and an argon inlet. This apparatus was dried in an oven overnight, assembled hot, and allowed to cool to room temperature in a stream of argon. The flask was charged with 122.60 grams (1.00 mole, 1.00 equivalent) of <strong>[13401-56-4]3-chloro-2,2-dimethyl-1-propanol</strong>, and 250 ml. of cyclohexane. This afforded a homogenous solution. Hexamethyldisilazane, 85.54 grams (0.53 mole, 0.53 equivalent) was then added dropwise. There was an initial endotherm, then the temperature slowly elevated. Total feed time was seventy minutes. The catalyst, trimethylsilylchloride (0.5 ml.) was then added with a pipette. A white precipitate formed immediately. The reaction flask was swept with a slight positive flow of argon, above the level of the liquid. The reaction mixture was heated to reflux with a heating mantle. Ammonia fumes were detected exiting from the apparatus with pH paper before reflux was achieved. After three hours at reflux, the reaction mixture was clear and homogenous. After five and a half hours heating, the heat source was removed. After six hours, an aliquot was removed, and analyzed by Gas Chromatography (GC). The conversion to the desired product was 64.2% The reaction mixture was again heated to reflux, and held at reflux overnight. In the morning, the heat source was again removed, and the reaction was re-analyzed by GC. Very little change in composition. 3-Chloro-2,2-dimethyl-1-propanol and hexamethyldisilazane were both still present in the reaction mixture.
  • 54
  • [ 13401-56-4 ]
  • [ 80813-42-9 ]
YieldReaction ConditionsOperation in experiment
91.65% With 1,1,1,3,3,3-hexamethyl-disilazane;chloro-trimethyl-silane; In argon; 2. Preparation of 3-Chloro-2,2-dimethyl-1-trimethylsilyloxy-propane at 100 C., Lot 9279 A 500 milliliter, three-necked flask was fitted with a large magnetic stir bar, a reflux condenser, a thermocouple attached to a THERM-O-WATCH, a 125 ml. pressure-equalizing addition funnel, and an argon inlet. This apparatus was dried in an oven overnight at 125 C., assembled hot, and allowed to cool to room temperature in a stream of argon. The flask was charged with 122.68 grams (1.00 mole, 1.00 equivalent) of <strong>[13401-56-4]3-chloro-2,2-dimethyl-1-propanol</strong>. Hexamethyldisilazane, 83.35 grams (0.516 mole, 0.516 equivalent), was then added dropwise via the addition funnel. Trimethylsilylchloride catalyst, one ml., was added via a syringe. An immediate exotherm of 23.4 C. was observed. A white precipitate also formed when the catalyst was added. The reaction mixture was heated to 100 C. with a heating mantle, controlled by the THERM-O-WATCH. Periodically, an aliquot was removed, filtered through a 0.45 micron syringe filter, and analyzed by Gas Chromatography (GC), thirty meter*0.53 mm AT-1 column. After twenty-four hours at 100 C., both of the starting materials were still present. Therefore, an additional 0.5 ml. of trimethylsilylchloride was added. After forty-eight hours at 100 C., both of the starting materials were still present. Therefore, an additional 0.5 ml. of trimethylsilylchloride was added. After a total of seventy-two hours at 100 C., all the starting <strong>[13401-56-4]3-chloro-2,2-dimethyl-1-propanol</strong> had been consumed, with the formation of a single, higher-boiling component. The heat source was removed. After the reaction mixture had cooled to room temperature, it was transferred to a medium porosity sintered glass filter. The filtrate was collected in a dry 250 ml. bottle. This afforded a clear, very pale yellow solution, yield=178.37 grams (91.65% yield).
  • 55
  • [ 513-35-9 ]
  • [ 13401-56-4 ]
  • 1-Chloro-3-(1,1-dimethylpropyloxy)-2,2-dimethyl-propane [ No CAS ]
YieldReaction ConditionsOperation in experiment
In pentane; 4. 1-CHLORO-3-(1,1-DIMETHYLPROPYLOXY)-2,2-DIMETHYLPROPANE, LOT 9250 A 500 ml., three-necked round bottom flask was fitted with a reflux condenser, a thermocouple, a septum inlet, a magnetic stir bar, and an argon inlet. The flask was charged with <strong>[13401-56-4]3-chloro-2,2-dimethyl-1-propanol</strong>, 122.60 grams (1.00 mole, 1.00 equivalents), pentane (50 ml.), and 2-methyl-2-butene, 70.66 grams (1.01 mole, 1.01 equivalents). This afforded a two phase solution. The reaction mixture was maintained at 20-25 C. with a water cooling bath.
  • 56
  • [ 13401-56-4 ]
  • [ 84641-07-6 ]
  • 6-phenoxy-pyridin-2-ylmethyl 3-chloro-2,2-dimethylpropyl ether [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N,N-dimethyl-formamide; PRODUCTION EXAMPLE 1 PRODUCTION OF PRESENT COMPOUND (1) BY Method A Under a nitrogen atmosphere, 0.65 g of sodium hydride (60% oily suspension) was suspended in 10 ml of dry DMF, and a solution of 3.23 g of 2-chloromethyl-6-phenoxypyridine and 2.00 g of <strong>[13401-56-4]3-chloro-2,2-dimethylpropanol</strong> in 10 ml of dry DMF was added dropwise with ice-cooling. After stirring for 12 hours at room temperature, the reaction solution was poured into dilute hydrochloric acid-ice water and extracted twice with diethyl ether. The ether layers were combined, washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was subjected to column chromatography on silica gel (developing solvent, hexane: ethyl acetate=50:1) to obtain 0.52 g of desired 6-phenoxy-2-pyridylmethyl 3-chloro-2,2-dimethylpropyl ether [present compound (1)] as a colorless oily product. n24.0D 1.5425. 1 H-NMR data (solvent, CDCl3; internal standard, TMS): delta (ppm) 1.01 (s, 6H), 3.35 (s, 2H), 3.50 (s, 2H), 4.52 (s, 2H), 6.62-7.82 (m, 8H).
  • 57
  • ethanethiophosphonic dithioanhydride [ No CAS ]
  • [ 13401-56-4 ]
  • 2-ethyl-5,5-diethyl-1,3,2-oxathiaphosphorinane 2-sulphide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; triethylamine; In water; toluene; EXAMPLE 2 STR14 6.2 g (0.025 mol) of ethanethiophosphonic dithioanhydride are suspended in 50 ml of toluene, and a solution of 6.1 g (0.05 mol) of <strong>[13401-56-4]3-chloro-2,2-dimethylpropanol</strong> in 20 ml of toluene is added dropwise at 50 C. The mixture is stirred for 2 hours at 20 C., and 5.6 g (0.055 mol) of triethylamine are then added dropwise to the reaction mixture. The mixture is then heated under reflux for 2 days The mixture is then heated under reflux for 2 days and cooled, 20 ml of 2N sodium hydroxide solution are then added, the organic phase is washed neutral with water and dried, and the solvent is distilled off, first under a vacuum from a water pump and then in high vacuum. 5.3 g (50% of theory) of 2-ethyl-5,5-diethyl-1,3,2-oxathiaphosphorinane 2-sulphide having a melting point of 77-79 C. are obtained.
  • 58
  • [ 288-88-0 ]
  • [ 13401-56-4 ]
  • 1,3-dichloro-2,2-dimethyl-1-oximino-propane [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; hydroxylamine hydrochloride; chlorine; sodium carbonate; In water; EXAMPLE 2 STR92 45 g (0.37 mol) of <strong>[13401-56-4]3-chloro-2,2-dimethyl-propanol</strong> and 39 g (0.55 mol) of hydroxylamine hydrochloride were stirred into 200 ml of water, and a solution of 29 g (0.27 mol) of sodium carbonate in 100 ml of water was added dropwise. The reaction solution was stirred at room temperature for 5 hours and then adjusted to a pH value of 1 with 20 ml of concentrated hydrochloric acid. Thereafter, 30 g of chlorine were passed in at 0-5 C. The lower organic phase was then separated off and the crude 1,3-dichloro-2,2-dimethyl-1-oximino-propane was directly reacted further. STR93 30.6 g (0.44 mol) of 1,2,4-triazole and 59 g (0.55 mol) of sodium carbonate were dissolved in 300 ml of water, and the crude 1,3-dichloro-2,2-dimethyl-1-oximino-propane obtained in (A) was then added dropwise at room temperature. The mixture was stirred at 20 C. for 5 hours and extracted several times with methylene chloride.
  • 59
  • [ 110-87-2 ]
  • dl-camphor sulfonic acid [ No CAS ]
  • [ 13401-56-4 ]
  • 2-(3-chloro-2,2-dimethylpropoxy)tetrahydropyran [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; ethyl acetate; Reference Example 181 To a solution of <strong>[13401-56-4]3-chloro-2,2-dimethylpropanol</strong> (5.0 g) and 2,3-dihydropyran (4.12 g) in ethyl acetate (20 ml) was added camphor sulfonic acid (57 mg), and the mixture was stirred for 19 hours. To the mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with O.1N sodium hydroxide solution and saturated brine, and dried with magnesium sulfate. The solvent was evaporated under reduced pressure and distilled under reduced pressure (2 mmHg, 108 C.) to give colorless oil of 2-(3-chloro-2,2-dimethylpropoxy)tetrahydropyran (6.07 g). 1H-NMR (200 MHz, CDCl3) delta 1.01 (6H, d, J=4.8 Hz), 1.43-1.90 (6H, m), 3.15 (1H, d, J=9.2 Hz), 3.42-3.59 (4H, m), 3.80-3.91 (1H, m), 4.60 (1H, t, J=2.8 Hz).
  • 60
  • [ 1193-21-1 ]
  • [ 13401-56-4 ]
  • 4-chloro-6-(3-chloro-2,2-dimethylpropyloxy)pyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Reference Production Example 6; In 5 ml of tetrahydrofuran was suspended 0.14 g of sodium hydride (60% in oil), to which 0.5 ml of a solution containing 0.36 g of 3-chloro-2,2- dimethyl-1-propanol was added dropwise at 0C, followed by stirring for 10 minutes. To this was added dropwise 0.5 ml of tetrahydrofuran containing 0.4 g of 4,6-dichloropyrimidine dissolved therein, followed by stirring at the same temperature for 2 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.62 g of 4-chloro-6- (3-chloro-2, 2- dimethylpropyloxy) pyrimidine. 4-Chloro-6- (3-chloro-2, 2-dimethylpropyloxy) pyrimidine 'H-NMR : 1. 11 (s, 6H), 3.51 (s, 2H), 4.23 (s, 2H), 6.81 (s, 1H), 8.57 (s, 1H).
  • 61
  • [ 13401-56-4 ]
  • [ 1319722-57-0 ]
  • 62
  • [ 13401-56-4 ]
  • (3E,6E)-3,6-bis(3-chloro-2,2-dimethylpropylidene)-2-oxa-5,7-dithiabicyclo[2.2.1]heptane 5-oxide [ No CAS ]
  • (3E,6E)-3,6-bis(3-chloro-2,2-dimethylpropylidene)-2-oxa-5,7-dithiabicyclo[2.2.1]heptane 5-oxide [ No CAS ]
  • 63
  • [ 13401-56-4 ]
  • [ 1319722-34-3 ]
  • 64
  • [ 13401-56-4 ]
  • [ 1093744-44-5 ]
  • 65
  • [ 13401-56-4 ]
  • [ 1338951-05-5 ]
  • 66
  • [ 13401-56-4 ]
  • [ 1338951-06-6 ]
  • 67
  • [ 13401-56-4 ]
  • [ 1338951-08-8 ]
  • 68
  • [ 13401-56-4 ]
  • [ 1338951-10-2 ]
  • 73
  • [ 13401-56-4 ]
  • [ 1338951-14-6 ]
  • [ 1338951-15-7 ]
  • 74
  • [ 13401-56-4 ]
  • methyl 6-chloro-4-hydroxy-5,5-dimethylhex-2-ynoate [ No CAS ]
  • [ 1441237-74-6 ]
  • 75
  • [ 13401-56-4 ]
  • [ 51916-35-9 ]
YieldReaction ConditionsOperation in experiment
80.5% With sodium azide; sodium iodide; In dimethyl sulfoxide; at 140℃; for 38h;Inert atmosphere; 3-chloro-2,2-dimethyl-l-propanol 71.8g (0.586 mol) was added to a mixture of Nal 86g (0.574 mol) and sodium azide 75g (1.15 mol) in DMSO (210mL) and the flask was flushed with nitrogen. The mixture was stirred vigorously under reflux condenser on a 140 C bath for 38 hours. The reaction mixture was cooled to 90 C and diluted with water up to 900mL total volume. The mixture was extracted with ether (2x0.5L). The organic extracts were washed with water (0.5L), combined, dried (magnesium sulfate) and evaporated. The residue was fractionally distilled at 0.1 Torr. After a small front fraction (5mL), the pure product distilled at 30-35 C/0.1 Torr. Y= 60.88g of a colorless slightly viscous liquid (80.5% th). 1H(CDC13, 400MHz): 3.380(d, 5.1 Hz, 2H), 3.219(s, 2H), 1.853(t, 5.2Hz, 1H), 0.916(s, 6H)
  • 76
  • [ 13401-56-4 ]
  • [ 1226913-81-0 ]
  • [ 1458630-82-4 ]
  • 77
  • [ 13401-56-4 ]
  • [ 1458630-86-8 ]
  • 78
  • [ 13401-56-4 ]
  • [ 1458630-88-0 ]
  • 79
  • [ 13401-56-4 ]
  • C10H23NO3S [ No CAS ]
  • 80
  • [ 13401-56-4 ]
  • [ 7778-42-9 ]
  • [ 1591939-39-7 ]
  • 81
  • [ 13401-56-4 ]
  • C27H17ClN2O5 [ No CAS ]
  • C32H27ClN2O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
32.9% With triethylamine; In toluene; for 6h;Reflux; Specifically, 10 g of the carboxylic acid intermediate (2) synthesized in the above synthesis Example 2, 100 g of toluene, 10 g of thionyl chloride and 1 g of dimethylformamide were charged into a 300 ml three-necked flask under stirring, and about and reacted for 3 hours to obtain a reaction solution containing the acid chloride intermediate (6). Next, from the reaction solution, concentration was carried out in order to distill off thionyl chloride, when thionyl chloride was distilled off, 100 g of toluene, 5.26 g of <strong>[13401-56-4]3-chloro-2,2-dimethyl-1-propanol</strong>, and 3.3 g of triethylamine (Et3N), the reaction was carried out under reflux for about 6 hours. after that, concentration was carried out until the volume of the reaction solution reached about the initial 20% by volume, The mixture was poured into 100 ml of hexane, A precipitate was obtained. The resulting precipitate was filtered off and purified by silica gel chromatography (solvent: 70 vol% ethyl acetate - 30 vol% hexane mixture). With quinophthalone compound (6) in a yield of 32.9%.
  • 82
  • [ 2380-84-9 ]
  • [ 13401-56-4 ]
  • 7-(3-chloro-2,2-dimethylpropoxy)-1H-indole [ No CAS ]
YieldReaction ConditionsOperation in experiment
39.21% With di-isopropyl azodicarboxylate; In tetrahydrofuran; at 70℃; for 12h;Inert atmosphere; <strong>[2380-84-9]7-Hydroxyindol</strong>e (5.00 g, 37.55 mmol), 3-chloro-2,2-dimethyl-propan-1-ol (6.91 g, 56.33 mmol), triphenyl (1.57 g, 6.00 mmol) were dissolved in THF (150 mL), and after replacing with nitrogen, DIAD (15.19 g, 75.10 mmol) was added dropwise to the mixture. The mixture was stirred at 70 C for 12 hours. TLC showed the reaction was complete, the reaction solution was concentrated to dryness. The crude product was purified by column chromatography (PE: EA = 50: 1, 20: 1) to deliver the title compound (white solid, 3.5 g, yield 39.21%). 1H NMR (400MHz, CDCl3): delta 7.29 (s, 1H), 7.21 (t, J=4.0 Hz, 1H), 7.03 (t, J=8.0 Hz, 1H), 6.68 (d, J=8.0 Hz, 1H), 6.58 - 6.53 (m, 1H), 3.96 (s, 2H), 3.65 (s, 2H), 1.20 (s, 6H). LCMS (ESI) (5-95AB): m/z: 238.1 [M+1].
  • 83
  • [ 2380-84-9 ]
  • [ 13401-56-4 ]
  • 3,3-dimethyl-3,4-dihydro-2H-[1,4]oxazepino[2,3,4-hi]indole [ No CAS ]
  • 84
  • [ 13401-56-4 ]
  • [ 55754-84-2 ]
YieldReaction ConditionsOperation in experiment
2.3 g With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 120℃; for 3h; Iodine (3.31 g, 13.0 mmol), imidazole (0.88 g, 13.0 mmol), and triphenyiphosphane (3.16g, 12.0 mmol) were added to a solution of <strong>[13401-56-4]3-chloro-2,2-dimethylpropan-1-ol</strong> (1.23 g, 10.0 mmol) in dry toluene (50 mL) and the reaction mixture was stirred at 120 C for 3 hrs. After cooling, the reaction was filtered and the filtrate was concentrated to give crude product. The crude was suspended in 2-methoxy-2-methyl-propane (30 mL) and filtered. The filtrate was concentrated to give 1-chloro-3-iodo-2,2-dimethylpropane (2.3 g, compound 7a) as a colorless oil. The productwas used for the next step without further purification.
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 13401-56-4 ]

Aliphatic Chain Hydrocarbons

Chemical Structure| 813-99-0

[ 813-99-0 ]

3-Chloro-2,2-bis(chloromethyl)propan-1-ol

Similarity: 0.94

Chemical Structure| 558-42-9

[ 558-42-9 ]

1-Chloro-2-methyl-2-propanol

Similarity: 0.63

Chemical Structure| 17831-70-8

[ 17831-70-8 ]

3-Chloro-2,2-bis(chloromethyl)propanoic acid

Similarity: 0.63

Chemical Structure| 60827-45-4

[ 60827-45-4 ]

(2S)-(+)-3-Chloropropane-1,2-diol

Similarity: 0.58

Chemical Structure| 57090-45-6

[ 57090-45-6 ]

(2R)-(-)-3-Chloropropane-1,2-diol

Similarity: 0.58

Chlorides

Chemical Structure| 813-99-0

[ 813-99-0 ]

3-Chloro-2,2-bis(chloromethyl)propan-1-ol

Similarity: 0.94

Chemical Structure| 558-42-9

[ 558-42-9 ]

1-Chloro-2-methyl-2-propanol

Similarity: 0.63

Chemical Structure| 17831-70-8

[ 17831-70-8 ]

3-Chloro-2,2-bis(chloromethyl)propanoic acid

Similarity: 0.63

Chemical Structure| 60827-45-4

[ 60827-45-4 ]

(2S)-(+)-3-Chloropropane-1,2-diol

Similarity: 0.58

Chemical Structure| 57090-45-6

[ 57090-45-6 ]

(2R)-(-)-3-Chloropropane-1,2-diol

Similarity: 0.58

Alcohols

Chemical Structure| 813-99-0

[ 813-99-0 ]

3-Chloro-2,2-bis(chloromethyl)propan-1-ol

Similarity: 0.94

Chemical Structure| 558-42-9

[ 558-42-9 ]

1-Chloro-2-methyl-2-propanol

Similarity: 0.63

Chemical Structure| 60827-45-4

[ 60827-45-4 ]

(2S)-(+)-3-Chloropropane-1,2-diol

Similarity: 0.58

Chemical Structure| 57090-45-6

[ 57090-45-6 ]

(2R)-(-)-3-Chloropropane-1,2-diol

Similarity: 0.58

Chemical Structure| 5259-98-3

[ 5259-98-3 ]

5-Chloropentan-1-ol

Similarity: 0.53