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[ CAS No. 1508-75-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1508-75-4
Chemical Structure| 1508-75-4
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Product Details of [ 1508-75-4 ]

CAS No. :1508-75-4 MDL No. :MFCD00058580
Formula : C17H20N2O2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :BGDKAVGWHJFAGW-UHFFFAOYSA-N
M.W : 284.35 Pubchem ID :5593
Synonyms :
Ro-1-7683
Chemical Name :N-Ethyl-3-hydroxy-2-phenyl-N-(pyridin-4-ylmethyl)propanamide

Safety of [ 1508-75-4 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P305+P351+P338 UN#:
Hazard Statements:H302+H312+H332-H315-H317-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1508-75-4 ]

* 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 [ 1508-75-4 ]

[ 1508-75-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 37504-67-9 ]
  • [ 33403-97-3 ]
  • [ 1508-75-4 ]
YieldReaction ConditionsOperation in experiment
26.5 g With triethylamine; In toluene; at 0 - 10℃; Add 20.4g (0.123mol) of Tropinac (Compound 4), 50mL of toluene to a 250mL three-necked flask, heat to 50 C, add 0.3g (0.003mol) of triethylamine, drop Add 19.0g (0.24mol) of acetyl chloride, and react at 50 C for 3 hours, add 20.5g (0.17mol) of dichlorosulfoxide dropwise, continue the reaction for 5 hours, concentrate in vacuo to a small volume, add 50mL of toluene, and cool to room temperature; A 500mL three-necked flask was charged with 18.2g (0.134mol) of pure N-ethylpyridylamine (Compound 1), 13.7g (0.136mol) of triethylamine, 100mL of toluene, cooled to 0 C, and acetyltropine acid was added dropwise. The solution was reacted overnight at 0-10 C. 80 mL of saturated saline was added and washed five times. The organic phase was added with 27 g (0.23 mol) of 31% hydrochloric acid and heated to 90 C. The reaction was allowed to proceed overnight. The organic phase was separated with ammonia and dilute hydrochloric acid. , Saturated brine, washed with purified water, the organic phase was concentrated in vacuo at 50 C, the concentrated solution was recrystallized with ethyl acetate / n-heptane, the filter cake was washed with n-heptane, and dried in vacuo to obtain 26.5 g of tropinamide, with a purity of 98.8% The yield is 75.9%.
26.5 g Preparation of Tropicamide (Compound 7): Add 20.4g (0.123mol) to a 250mL three-necked bottleTropic acid (Compound 4), 50mL toluene, heated to 50 , added 0.3g (0.003mol) triethylamine, added dropwise 19.0g (0.24mol) acetyl chloride, reacted at 50 for 3 hours, added dropwise 20.5g (0.17 mol) Dichlorosulfoxide, continue the reaction for 5 hours, concentrate in vacuo to a small volume, add 50 mL of toluene, and cool to room temperature; add 18.2 g (0.134 mol) of pure N-ethylpyridine to another 500 mL three-necked bottle ( Compound 1), 13.7g (0.136mol) of triethylamine, 100mL of toluene, cooled to 0 C, add a solution of acetotropic acid dropwise, react overnight at 0-10 C, add 80mL of saturated brine and wash five times, the organic phase is added 27g (0.23mol) 31% hydrochloric acid, heated to 90 C, reacted overnight, liquid separation, the organic phase was washed with ammonia, dilute hydrochloric acid, saturated brine, purified water, the organic phase was concentrated in vacuo at 50 C, the concentrated solution was with ethyl acetate / N-heptane recrystallized, the filter cake was washed with n-heptane, and dried in vacuum to obtain 26.5 g of tropinamide with a purity of 98.8% and a yield of 75.9%.
  • 2
  • [ 37504-67-9 ]
  • C8H12N2*C2HF3O2 [ No CAS ]
  • [ 1508-75-4 ]
YieldReaction ConditionsOperation in experiment
21.7 g With triethylamine; In toluene; at 0 - 10℃; In a 250 mL three-necked flask, add 14.5 g (0.087 mol) of Tropinic acid (Compound 4), 60 mL of toluene, heat to 50 C, add 0.2 g (0.002 mol) of triethylamine, drop Add 13.7g (0.14mol) of acetyl chloride, react at 50 C for 3 hours, dropwise add 14.8g (0.124mol) of dichlorosulfoxide, continue the reaction for 5 hours, concentrate in vacuo to a small volume, add 60mL of toluene, and cool to room temperature; A 500mL three-necked flask was charged with 20.7g (0.087mol) of N-ethylpyridylamine trifluoroacetate (Compound 2), 8.8g (0.087mol) of triethylamine, 80mL of toluene, cooled to 0 C, and acetyl was added dropwise. The solution of tropine acid was reacted at 0-10 C overnight, and washed with 60 mL of saturated saline five times. The organic phase was added with 10.2 g (0.14 mol) of 31% hydrochloric acid and heated to 90 C. The reaction was allowed to proceed overnight, and the organic phase was separated. Aqueous ammonia, dilute hydrochloric acid, saturated brine, washed with purified water, the organic phase was concentrated in vacuo at 50 C, the concentrated solution was recrystallized with ethyl acetate / n-heptane, the filter cake was washed with n-heptane, and dried under vacuum to obtain 21.7 g of tropinamide , Purity 99.5%, yield 87.5%.
  • 3
  • [ 37504-67-9 ]
  • C8H12N2*CH4O3S [ No CAS ]
  • [ 1508-75-4 ]
YieldReaction ConditionsOperation in experiment
17.5 g Preparation of tropine amide (Compound 7): In a 250 mL three-necked flask, add 11.6 g (0.07 mol) of tropine acid (Compound 4), 50 mL of toluene, heat to 50 C, add 0.2 g (0.002 mol) of triethylamine Add 11.0g (0.14mol) of acetyl chloride, react at 50 for 3 hours, dropwise add 11.5g (0.10mol) of dichlorosulfoxide, continue the reaction for 5 hours, concentrate in vacuo to a small volume, add toluene 50mL, and cool to room temperature; Add 16.24g (0.07mol) to a 500mL three-necked bottleN-ethylpyridine methylamine methanesulfonate (Compound 2), 7.05g (0.07mol) triethylamine,60mL toluene, cooled to 0 , add acetotropic acid dropwiseThe solution,The reaction was carried out at 0-10 C overnight, and 50 mL of saturated saline was added to wash five times. The organic phase was added with 16.5 g (0.14 mol) of 31% hydrochloric acid, heated to 90 C, and reacted overnight. The liquid was separated, and the organic phase was separated with ammonia, dilute hydrochloric acid, and saturated Brine, washed with purified water, the organic phase was concentrated in vacuo at 50 C, the concentrated solution was recrystallized with ethyl acetate / n-heptane, the filter cake was washed with n-heptane, and dried in vacuo to obtain 17.5 g of tropinamide, with a purity of 99.4%. The rate is 88.2%.
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