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[ CAS No. 32175-00-1 ] {[proInfo.proName]}

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Chemical Structure| 32175-00-1
Chemical Structure| 32175-00-1
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Product Details of [ 32175-00-1 ]

CAS No. :32175-00-1 MDL No. :MFCD06411231
Formula : C8H13NO Boiling Point : No data available
Linear Structure Formula :- InChI Key :SWSXEZOUBBVKCO-UHFFFAOYSA-N
M.W : 139.19 Pubchem ID :11423635
Synonyms :
Chemical Name :trans-4-Methylcyclohexylisocyanate

Safety of [ 32175-00-1 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P233-P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P322-P330-P332+P313-P337+P313-P340-P361-P362-P363-P403-P403+P233-P405-P501 UN#:2810
Hazard Statements:H301-H311-H315-H319-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 32175-00-1 ]

* 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 [ 32175-00-1 ]

[ 32175-00-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 32175-00-1 ]
  • [ 119018-29-0 ]
  • [ 93479-97-1 ]
YieldReaction ConditionsOperation in experiment
94.5% In tert-butyl methyl ether; cyclohexanone; at 30℃; for 10h; 2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethylbenzenesulfonamide (F) prepared in Example 5 (2.6 g, 1.37 mol )After being mixed with trans-p-methylcyclohexyl isocyanate (G) (2.1 g, 1.64 mol), it was dissolved in a mixture of cyclohexanone (45 ml) and methyl tert-butyl ether (30 ml), and heated to 30°C in a water bath. ,After stirring for 10 hours, the heating was stopped, and the mixture was naturally stirred and cooled to 10° C., poured into water, extracted with dichloromethane (90 ml), concentrated, dissolved in ethanol, and crystallized at 3° C.Dry to give 1-[4-[2-(3-ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)-ethyl]-benzenesulfonyl]-3 -(trans-4-methylcyclohexyl)-urea (H) (3.74 g), yield 94.5percent, purity 99.82percent.
86.3% Example 4Preparation of 3-Ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(trans;-4-methyl cyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo- 1 H-pyrrole- 1 - carboxamide (I).In a reaction vessel containing (24.2 L) Acetone, 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonamide (1.0 Kg) and potassium carbonate (0.46 Kg) was added and refluxed at about 55 to 60 C for 1 hr. trans-4-Methyl- cyclohexyl isocyanate was obtained by method known in art from trans-4-methyl- cyclohexylamine. A solution of trans-4-methyl-cyclohexyl isocyanate (0.515 Kg) in toluene (5 L) was prepared and added to the above reaction mixture. This reaction mixture is refluxed for 12 lirs, then cooled. To this cooled reaction mass charge 27 L of water. The reaction mass was filtered and the pH was adjusted to 5.5 to 6.0 by adding acetic acid at about 20 to 250C. The solid obtained was filtered and washed with water. The 3-Ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(/7-?ro-4-methyl cyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo-lH-pyrrole-l- carboxamide (I) obtained is then dried at 90 to 1000C till constant weight. Yield of the product is 86.3percent. Example 5Purification of 3-Ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(tr?ro-4-methyl cyclohexyl)amino] carbonyl] amino] sulfonyljphenyl] ethyl] -2-oxo- 1 H-pyrrole- 1 - carboxamide (I)In a reaction vessel containing 6.0 L methanol and 1.0 Kg crude Glimepiride, dry ammonia gas was purged at 20 to 25 C till all Glimepiride dissolves and a clear solution is obtained. This homogeneous mass was then charcoalised, filtered and finally neutralized with Glacial acetic acid to pH 5.5 to 6.0, till the entire product precipitates out. The pure Glimepiride was then filtered and dried at 65C to 700C till constant weight. Yield obtained was ~ 90percent.
  • 2
  • [ 32175-00-1 ]
  • [ 119018-29-0 ]
  • [ 93479-97-1 ]
YieldReaction ConditionsOperation in experiment
Add 67 kg of acetonitrile to the 200 L reactor.Intermediate 3 refined product 8.47kg, potassium carbonate 4.00kg,Turn on the agitation and warm to 50-60 ° C.6.01 kg of trans-4-methylcyclohexyl isocyanate was added, and the reaction was continued for 6 hours.Sampling HPLC control, the reaction is complete, filtered, washed,The obtained glimepiride metal salt crude wet product is put into the next step to remove the insoluble matter. Step 5: remove insolubles, acidify, and refine Adding the above-mentioned glimepiride metal salt crude wet product and 10 times by weight of purified water to a 500 L reaction kettle,Stir at 70-75 ° C for 4 hours, heat filter, filter residue to waste treatment station,The filtrate enters the clean room 500L reactor and is cooled to 20-25 °C.Add 15percent hydrochloric acid to adjust pH=1-2, filter, wash,The obtained glimepiride crude wet product is reflowed by refluxing with 5 times by weight of acetone of glimepiride crude wet product.It is then cooled to room temperature, filtered and dried to obtain a finished glimepiride.HPLC purity >99.5percent,The molar yield was 80percent (based on the intermediate 3 refined product).
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