3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
- Product Name
- 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
- CAS No.
- 158299-05-9
- Chemical Name
- 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
- Synonyms
- BPSBC;BR-Comp;-cyclohexan]-4-one;3-(2-Bromo-1-oxoprop;Meropenem Intermediate;Bromopropyl spirobenzoxazine cyclohexane;Bromopropionylspirobenzoxazinecyclohexane(BPSBC);3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cycloh...;3-isobutyrylspiro[benzo[e][1,3]oxazine-2,1'-cyclohexan]-4(3H)-one;3-(2-bromo-1-oxopropyl)-4-spiro[1,3-benzoxazine-2,1'-cyclohexane]one
- CBNumber
- CB1474587
- Molecular Formula
- C16H18BrNO3
- Formula Weight
- 352.22
- MOL File
- 158299-05-9.mol
3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one Property
- Melting point:
- 74-76 °C
- Boiling point:
- 485.0±45.0 °C(Predicted)
- Density
- 1.48±0.1 g/cm3(Predicted)
- Flash point:
- 247.1°C
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -2.33±0.20(Predicted)
- InChI
- InChI=1S/C16H18BrNO3/c1-11(17)14(19)18-15(20)12-7-3-4-8-13(12)21-16(18)9-5-2-6-10-16/h3-4,7-8,11H,2,5-6,9-10H2,1H3
- InChIKey
- APCHXTHKSJHPPE-UHFFFAOYSA-N
- SMILES
- O1C2=CC=CC=C2C(=O)N(C(=O)C(Br)C)C21CCCCC2
- CAS DataBase Reference
- 158299-05-9
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H290May be corrosive to metals
H302Harmful if swallowed
H319Causes serious eye irritation
H334May cause allergy or asthma symptoms or breathing difficulties if inhaled
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P270Do not eat, drink or smoke when using this product.
P285In case of inadequate ventilation wear respiratory protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P330Rinse mouth.
P337+P313IF eye irritation persists: Get medical advice/attention.
P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P390Absorb spillage to prevent material damage.
N-Bromosuccinimide Price
- Product number
- 7942AA
- Product name
- 3-(2-Bromopropanoyl)spiro[benzo[e][1,3]oxazine-2,1'-cyclohexan]-4(3H)-one
- Packaging
- 25g
- Price
- $39
- Updated
- 2021/12/16
- Product number
- FB148247
- Product name
- 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
- Packaging
- 50mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 7942AA
- Product name
- 3-(2-Bromopropanoyl)spiro[benzo[e][1,3]oxazine-2,1'-cyclohexan]-4(3H)-one
- Packaging
- 100g
- Price
- $112
- Updated
- 2021/12/16
- Product number
- FB148247
- Product name
- 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
- Packaging
- 100mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- FB148247
- Product name
- 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
- Packaging
- 250mg
- Price
- $260
- Updated
- 2021/12/16
3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one Chemical Properties,Usage,Production
Chemical Properties
yellow powder.
Uses
3-(2-Bromo-1-oxopropyl)-spiro[2h-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one is an intermediate of meropenem, and meropenem is a carbapenem antibiotic, which is suitable for the treatment of meningitis.
Application
A useful research chemical compound.
Synthesis
40033-95-2
563-76-8
158299-05-9
Comparative Example 1: 1.4,80 g of spiro[benzo[e][1,3]oxazine-2,1'-cyclohexyl]-4(3H)-one, 127 g of 2-bromopropionyl bromide, and 40 g of pyridine (molar ratio 1:1.6:1) were dissolved in chlorobenzene (mass ratio 1:4.4). The mixture was placed in a four-necked flask under nitrogen protection and reacted at 50 °C for 8 hours. After completion of the reaction, the mixture was washed three times with 200 g of water, three times with 200 g of 10% potassium hydroxide solution and three times with 200 g of water, in that order. The organic phases were combined and concentrated under reduced pressure to remove the solvent to obtain a colorless liquid. To this liquid was added 80 g of ethanol (mass ratio 1:1), cooled to -5 °C, stirred for 2 h, filtered and dried to give 109 g of 3-(2-bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1 '-cyclohexyl]-4(3H)-one. The molar yield was 84.5% and the purity was 97.9%.
storage
Store the container tightly closed in a dry, cool and well-ventilated place. Store apart from foodstuff containers or incompatible materials.
References
[1] Journal of Organic Chemistry, 1995, vol. 60, # 5, p. 1096 - 1097
[2] Journal of the Chemical Society - Perkin Transactions 1, 1996, # 23, p. 2851 - 2856
[3] Journal of Organic Chemistry, 1997, vol. 62, # 9, p. 2877 - 2884
[4] Patent: CN106432122, 2017, A. Location in patent: Paragraph 0070-0072
[5] Patent: US5442055, 1995, A
3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one manufacturers
- Product
- 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one 158299-05-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-23
- Product
- 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one 158299-05-9
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-16
- Product
- 3-(2-bromo-1-Oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one 158299-05-9
- Price
- US $30.00-28.00/Kg
- Min. Order
- 1Kg
- Purity
- 99.0% up
- Supply Ability
- 50 tons per month
- Release date
- 2023-05-31