[ CAS No. 67330-62-5 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 67330-62-5
Chemical Structure| 67330-62-5
Structure of 67330-62-5

Quality Control of [ 67330-62-5 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 67330-62-5 ]

SDS

Product Details of [ 67330-62-5 ]

CAS No. :67330-62-5MDL No. :MFCD00074880
Formula :C10H14ClNBoiling Point :278.0±35.0°C at 760 mmHg
Linear Structure Formula :-InChI Key :VDJBIPLKIGSVRG-UHFFFAOYSA-N
M.W :183.68Pubchem ID :597855
Synonyms :

Computed Properties of [ 67330-62-5 ]

TPSA : 26 H-Bond Acceptor Count : 1
XLogP3 : 3.5 H-Bond Donor Count : 1
SP3 : 0.40 Rotatable Bond Count : 2

Safety of [ 67330-62-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H312-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 67330-62-5 ]

  • Downstream synthetic route of [ 67330-62-5 ]

[ 67330-62-5 ] Synthesis Path-Downstream   1~10

  • 2
  • [ 54616-46-5 ]
  • [ 67330-62-5 ]
  • [ 269061-78-1 ]
  • 4
  • [ 67330-62-5 ]
  • C26H29ClN4O3 [ No CAS ]
  • 5
  • [ 67330-62-5 ]
  • [ 916585-90-5 ]
  • 6
  • [ 67330-62-5 ]
  • C11H12Cl2N2O3 [ No CAS ]
  • 7
  • [ 104851-50-5 ]
  • [ 67330-62-5 ]
  • 8
  • [ 50-00-0 ]
  • [ 67330-62-5 ]
  • [ 5266-85-3 ]
  • [ 106246-33-7 ]
  • [ 1332763-78-6 ]
  • [ 16298-38-7 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; In water; isopropyl alcohol; at 60.0℃; for 6.0h; Example 4Synthesis of M-MIPACDEAIn a 5 litre flanged reaction vessel were placed a mixture of 137 ml of sulphuric acid, 580 ml water and 313 ml propan-2-ol. To this were added 250 grams of [67330-62-5]3-chloro-2,6-diethylaniline and 203 grams of 2-methyl-6-isopropylaniline. The flask was provided with a stirrer, dropping funnel and condenser and the temperature was raised to 60 C.Formalin solution (35% w/w), 120 ml, was added over a period of 1 hour and heating was subsequently continued for 5 hours. The vessel contents were cooled and neutralised with ammonia solution.The product was extracted into ethyl acetate, washed with water, dried over sodium sulphate, filtered and rotary evaporated to give 467 grams of an amber liquid.Analysis by HPLC showed that the desired hybrid methylene bis-aniline M-MIPACDEA is present at 63% of the total, together with 15% of M-MIPA and 21% of M-CDEA.The liquid showed no sign of crystallisation over 3 months.
  • 9
  • [ 579-66-8 ]
  • [ 67330-62-5 ]
  • 3,5-dichloro-2,6-diethylaniline [ No CAS ]
YieldReaction ConditionsOperation in experiment
8.3%Chromat.; 71.2%Chromat. Example 113.3 g (22.1 mmol) of 2,6-diethylaniline and 44.7 g (438 mmol) of sulfuric acid (96% by weight) were introduced in an autoclave made of Hastelloy HC22. The autoclave was heated to 35 C and flushed with nitrogen to check leak-tightness. Having released the nitrogen, 6.2 g (87.4 mmol) of chlorine gas were introduced into the mixture. The reaction was stirred at 35 C for 4.5 h and then poured into 50 g of ice. The suspension was neutralized with 360 g of 10% aqueous sodium hydroxide. Following phase separation the aqueous layer was extracted with 60 g of ethyl acetate and the combined organic layers were evaporated under reduced pressure to give 4.7 g of a crude product containing 8.3% of [67330-62-5]3-chloro-2,6-diethylaniline and 71.2% of 3,5-dichloro-2,6-diethylaniline (according to GC).1H NMR ((CD3)2SO, 400 MHz): delta 1.02 (t, J = 7.5 Hz, 6H, CH3), 2.66 (q, J = 7.5 Hz, 4H, CH2), 5.19 (br s, 2H, NH2), 6.66 (s, 1 H, 4-Ar-H).GC: tR = 17.6 min.
18.6%Chromat.; 10.5%Chromat. Example 8 (Comparative Example)10.0 g (67.0 mmol) of 2,6-diethylaniline and 54.7 g (469 mmol) of chlorosulfonic acid were introduced in an autoclave made of Hastelloy HC22. The autoclave was heated to 30 C and flushed with nitrogen to check leak-tightness. Having released the nitrogen, 4.7 g (66.3 mmol) of chlorine gas were introduced to the mixture. The reac- tion was stirred at 30 C for 3 h and then poured into 50 g of ice. The suspension was neutralized with 60 g of 30% aqueous sodium hydroxide. Following phase separation, the aqueous layer was extracted with 50 g of ethyl acetate, and the combined organic layers were evaporated under reduced pressure to give 12.1 g of a crude mixture containing 18.6% [67330-62-5]3-chloro-2,6-diethylaniline and 10.5% of 3,5-dichloro-2,6-diethylaniline (according to GC).
  • 10
  • [ 579-66-8 ]
  • [ 67330-62-5 ]
YieldReaction ConditionsOperation in experiment
94.4%Chromat. Example 113.0 g (87.1 mmol) 2,6-diethylaniline and 26.4 g (258 mmol) sulfuric acid (96 % by weight) were introduced in an autoclave made of Hastelloy HC22. The autoclave was heated to 30 C and flushed with nitrogen to check leak-tightness. After having released the nitrogen, 6.2 g (87.4 mmol) chlorine gas were introduced into the mixture. The reaction was stirred at 30 C for 3 h and then poured into 50 g of ice. The suspension was neutralized with 200 g of 10% aqueous sodium hydroxide. After phase separation, the aqueous layer was extracted with 75 g of ethyl acetate, and the combined organic layers were evaporated under reduced pressure to give 15.7 g of a crude product containing 94.4% of [67330-62-5]3-chloro-2,6-diethylaniline and 4.4% of 2,6-diethyl- aniline as determined by gas chromatography. 3-Chloro-2,6-diethylaniline was purified by distillation.[C10H14CIN]:1H NMR (CDCI3, 500 MHz): delta 1.16 (t, J = 7.5 Hz, 3H, CH3), 1.23 (t, J = 7.5 Hz, 3H, CH3), 2.47 (q, J = 7.5 Hz, 2H, CH2), 2.73 (q, J = 7.5 Hz, 2H, CH2), 3.73 (br s, 2H, NH2), 6.76 (d, J = 8.3 Hz, 1 H, 4-Ar-H), 6.84 (d, J = 8.3 Hz, 1 H, 5-Ar-H).13C NMR (CDCI3, 500 MHz): delta 11.8, 12.6, 21.5, 23.9, 118.7, 125.0, 126.1 , 126.2, 131.8, 142.8.GC: tR = 15.9 min.
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