1332594-11-2

Basic information

• Product Name: 3-(2-chloro-1-oxopropyl)spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
• CAS NO: 1332594-11-2
• Molecular Weight: 307.777
• Mol File: 1332594-11-2.mol

Chemical Properties

• CAS DataBase Reference: 3-(2-chloro-1-oxopropyl)spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-chloro-1-oxopropyl)spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one(1332594-11-2)
• EPA Substance Registry System: 3-(2-chloro-1-oxopropyl)spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one(1332594-11-2)

Safety Data

• Hazardous Substances Data: 1332594-11-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(2-chloro-1-oxopropyl)spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one is used as a potential pharmaceutical compound for its complex structure and unique properties. It may contribute to the development of new drugs or drug delivery systems due to its chemical characteristics.
Used in Polymer Industry:
In the polymer industry, 3-(2-chloro-1-oxopropyl)spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one may be utilized as a monomer or a component in the synthesis of novel polymers. Its unique structure could lead to the creation of polymers with specific properties tailored for various applications.
Used in Materials Science:
3-(2-chloro-1-oxopropyl)spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one is used in materials science for its potential to contribute to the development of new materials with enhanced properties. Its complex structure may enable the creation of materials with improved mechanical, thermal, or chemical characteristics for specialized uses.

Upstream product

• 108-94-1 cyclohexanone 
• 65-45-2 salicylamide 
• 40033-95-2 Spiro-<2,3-dihydro-4H-1,3-benzoxazine-1,2'-cyclohexan>-4-one 
• 7623-09-8 2-chloropropionyl chloride 

Relevant articles and documents

Meropenem intermediate related compound and application thereof in antitumor drugs

The invention provides a meropenem intermediate related compound and application thereof in preparing antitumor drugs. The meropenem intermediate related compound has antitumor activity and has application potential in preparing the antitumor drugs. The r

A preparation method of a meropenem intermediate

A preparation method of a meropenem intermediate is disclosed. The method includes adding salicylamide and cyclohexanone into an organic solvent that is toluene; reacting the mixture under the function of a catalyst that is p-toluenesulfonic acid; then performing material centrifugation, rinsing and centrifugation until a product is dry to obtain white crystals; raising the temperature until the obtained material is dissolved; then adding an organic solvent that is toluene and a catalyst that is n-propylamine; then adding 2-chloropropionyl chloride dropwise and reacting the mixture until the reaction is finished; performing vacuum distillation to remove the toluene; performing centrifugation after crystallization; and after a centrifugation product is dry, discharging and drying. The moleratio of the salicylamide, the cyclohexanone, the p-toluenesulfonic acid, the n-propylamine and the 2-chloropropionyl chloride is 1:1.3-1.7:0.01-0.04:0.2-0.5:0.2-0.5. The salicylamide, the cyclohexanone and the 2-chloropropionyl chloride are adopted as raw materials, the p-toluenesulfonic acid and the n-propylamine are adopted as catalysts, the one-time product yield is 92.4% by reaction temperature control and material ratio control, and the mother liquor recovery rate is 5%.

3-(2-chloro-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one and synthesis and application thereof

The invention relates to the field of material synthesis, in particular to 3-(2-chloro-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one and synthesis and application thereof, aiming to solve the problem of restricted development of meropenem due to complicated existing methods for synthesizing 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one, strict reaction conditions and low yield. A method for preparing the 3-(2-chloro-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one includes steps of 1, placing intermediates I, pyridine, chloropropionyl chloride and reactive solvents into a reactor according to a molar ratio of 1:(1-3):(1-3):(5-10), carrying out reaction at the temperature of 30-50 DEG C under the control for 3-5 h, concentrating the solvents and cooling and crystallizing reaction products to obtain F-6; 2, adding mixed liquid of organic solvents and salt solution into the F-6 obtained in the step 1, completely dissolving the F-6, stirring the F-6 and the mixed liquid, allowing the F-6 and the mixed liquid to stand still and then layer, cooling separated organic phases obtained by means of layering, precipitating out solid, carrying out suction filtration on the solid and drying the solid to obtain refined products. Raw materials for synthesizing the F-6 are easily available, the method includes few reaction steps, reaction conditions are mild, only few byproducts are generated, the method is easy and convenient to implement, and the used solvents can be recycled.

Preparation method of meropenem intermediate 4-BMA

The invention provides a preparation method of a meropenem intermediate 4-BMA. Low-reaction-activity propionyl spirobenzoxazine cyclohexane is adopted, the meropenem intermediate 4-BMA is prepared through Reformatsky reaction and hydrolysis reaction in sequence, and in the preparation process, side reactions participating in reaction are few, further obtained product impurities are less, and the prepared 4-BMA is high in purity. In addition, the propionyl spirobenzoxazine cyclohexane is adopted as a raw material, the reaction yield is not affected, on the contrary, the reaction yield is greatly improved, and high reaction yield is obtained. Further, the adopted synthetic process is simple, post-treatment is convenient and easy to operate, the raw material and a catalyst are cheap and easy to obtain, safe and environmentally friendly, and the preparation cost is low. An experimental result shows that the mole yield of the prepared meropenem intermediate 4-BMA is 90.0% or above, and the purity is 98.5% or above.

Preparation method of 3-(2-chloro-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one as meropenem intermediate

The invention provides a preparation method of 3-(2-chloro-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one as a meropenem intermediate. According to the preparation method, alpha-chloropropionyl chloride with lower reaction activity is adopted and cooperates with specific raw materials to play a role together, so that the reaction yield is greatly increased instead of being reduced; meanwhile, due to the lower activity of alpha-chloropropionyl chloride, fewer side reactions participate in the reaction, an obtained product contains fewer impurities, and 3-(2-chloro-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one with higher yield and purity is obtained and can replace 3-(2-bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one for preparing meropenem. Besides, a synthetic process of 3-(2-chloro-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one requires no magnetic solid base catalysts, so that the reaction conditions are safer, the reaction path is simple, aftertreatment is convenient, the raw materials and the catalyst are inexpensive and available, and the preparation method is safe, environment-friendly, lower in preparation cost and more suitable for industrial production.