1-chloro-2-iodo-4-nitro-benzene
- Product Name
- 1-chloro-2-iodo-4-nitro-benzene
- CAS No.
- 74534-15-9
- Chemical Name
- 1-chloro-2-iodo-4-nitro-benzene
- Synonyms
- Nsc223078;3-Iodo-4-chloronitrobenzene;1-chloro-2-iodo-4-nitro-benzene;Benzene, 1-chloro-2-iodo-4-nitro-
- CBNumber
- CB31480031
- Molecular Formula
- C6H3ClINO2
- Formula Weight
- 283.45
- MOL File
- 74534-15-9.mol
1-chloro-2-iodo-4-nitro-benzene Property
- Melting point:
- 78 °C
- Boiling point:
- 315.7±22.0 °C(Predicted)
- Density
- 2.094±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Dark Yellow
- InChI
- InChI=1S/C6H3ClINO2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H
- InChIKey
- LOQLBMYYBHCMJJ-UHFFFAOYSA-N
- SMILES
- C1(Cl)=CC=C([N+]([O-])=O)C=C1I
Safety
- HazardClass
- IRRITANT
- HS Code
- 2904990090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P403Store in a well-ventilated place.
N-Bromosuccinimide Price
- Product number
- C380603
- Product name
- 1-Chloro-2-iodo-4-nitrobenzene
- Packaging
- 500mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CS-M1168
- Product name
- 1-chloro-2-iodo-4-nitrobenzene
- Packaging
- 25g
- Price
- $59
- Updated
- 2021/12/16
- Product number
- 054512
- Product name
- 1-Chloro-2-iodo-4-nitrobenzene
- Purity
- >95%
- Packaging
- 1g
- Price
- $156
- Updated
- 2021/12/16
- Product number
- 1578AC
- Product name
- 1-Chloro-2-iodo-4-nitrobenzene
- Packaging
- 250mg
- Price
- $69
- Updated
- 2021/12/16
- Product number
- 054512
- Product name
- 1-Chloro-2-iodo-4-nitrobenzene
- Purity
- >95%
- Packaging
- 500mg
- Price
- $121
- Updated
- 2021/12/16
1-chloro-2-iodo-4-nitro-benzene Chemical Properties,Usage,Production
Uses
1-Chloro-2-iodo-4-nitrobenzene is an intermediate for Vismodegib (V674700) and Vismodegib-d4 (V674702), pharmaceuticals that target the hedgehog (Hh) pathway.
Synthesis
6283-25-6
74534-15-9
1) Preparation of 1-chloro-2-iodo-4-nitrobenzene (Compounds 1-3) 2-Chloro-5-nitroaniline (40 g, 232.0 mmol) was dissolved in a mixed solution of concentrated sulfuric acid (32 mL) and water (320 mL) using mechanical stirring. The reaction solution was cooled to -5 °C and a solution of sodium nitrite (18.2 g, 0.26 mol) in water (69 mL) was added slowly and dropwise. The reaction mixture was stirred under ice bath conditions for 0.5 h. Subsequently, a solution of potassium iodide (69.3 g, 0.41 mol) in water (277 mL) was added slowly, controlling the reaction temperature to be below 5 °C. Stirring was continued for 3 hours. After completion of the reaction, it was extracted with ethyl acetate at 0 °C. The organic phases were combined, washed with saturated sodium thiosulfate (Na2S2O3) solution, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The residue was recrystallized by isopropanol/hexane (300 mL/100 mL) mixed solvent to give compounds 1-3 (38 g, 58% yield) as light tan crystalline solids. 1H NMR (400 MHz, CDCl3): δ 7.61 (d, J = 8.8 Hz, 1H), 8.16 (dd, J = 8.8 Hz, 2.4 Hz, 1H), 8.70 (d, J = 2.8 Hz, 1H).
References
[1] Patent: WO2009/126863, 2009, A2. Location in patent: Page/Page column 87-88
[2] Patent: WO2012/76413, 2012, A1. Location in patent: Page/Page column 11
[3] Patent: EP2468726, 2012, A1. Location in patent: Page/Page column 6
[4] Organic Process Research and Development, 2012, vol. 16, # 11, p. 1739 - 1745
[5] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 14, p. 2399 - 2402
1-chloro-2-iodo-4-nitro-benzene Preparation Products And Raw materials
Raw materials
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View Lastest Price from 1-chloro-2-iodo-4-nitro-benzene manufacturers
- Product
- 1-Chloro-2-iodo-4-nitrobenzene 74534-15-9
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 95-99%
- Supply Ability
- 1ton
- Release date
- 2020-01-09