5-AMINO-2-HYDROXYBENZONITRILE
- Product Name
- 5-AMINO-2-HYDROXYBENZONITRILE
- CAS No.
- 67608-58-6
- Chemical Name
- 5-AMINO-2-HYDROXYBENZONITRILE
- Synonyms
- 4-amino-2-hydroxybenzonitrile;Benzonitrile, 4-amino-2-hydroxy-
- CBNumber
- CB1193781
- Molecular Formula
- C7H6N2O
- Formula Weight
- 134.14
- MOL File
- 67608-58-6.mol
5-AMINO-2-HYDROXYBENZONITRILE Property
- Melting point:
- 158-160 °C
- Boiling point:
- 362.0±32.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 7.22±0.10(Predicted)
- Appearance
- Off-white to light yellow Solid
Safety
- Hazard Codes
- Xi
- Risk Statements
- 20/21/22-36/37/38-36
- Safety Statements
- 26-36/37/39
- RIDADR
- 3439
N-Bromosuccinimide Price
- Product number
- A636205
- Product name
- 4-Amino-2-hydroxybenzonitrile
- Packaging
- 25mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- A636205
- Product name
- 4-Amino-2-hydroxybenzonitrile
- Packaging
- 5mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 7543CT
- Product name
- 4-Amino-2-hydroxybenzonitrile
- Packaging
- 1g
- Price
- $497
- Updated
- 2021/12/16
- Product number
- CHM0383057
- Product name
- 4-AMINO-2-HYDROXYBENZONITRILE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $505.73
- Updated
- 2021/12/16
- Product number
- CM254472
- Product name
- 4-Amino-2-hydroxybenzonitrile
- Purity
- 95%
- Packaging
- 5g
- Price
- $842
- Updated
- 2021/12/16
5-AMINO-2-HYDROXYBENZONITRILE Chemical Properties,Usage,Production
Synthesis
39835-14-8
67608-58-6
The general procedure for the synthesis of 4-amino-2-hydroxybenzonitrile from 2-hydroxy-4-nitrobenzonitrile is as follows: 1. 5-Amino-2-chlorophenol was synthesized from 2-amino-5-nitrophenol by a two-step reaction: a) Formation of diazonium salt using NaNO2 and subsequent reaction with CuCl to produce 2-chloro-5-nitrophenol in 68% yield. b) Careful reduction of nitro with H2 (1 atm) in the presence of Adam's catalyst gave the final amine derivative in 57% yield. 2. Synthesis of 5-amino-2-ethyl/n-propyl/cyclopropyl phenol was carried out in four steps starting from the corresponding 2-ethyl/cyclopropyl/n-propyl amine: a) Nitration reaction with potassium nitrate in the presence of sulfuric acid to give the corresponding 5-nitro-2-alkylaniline. b) Reaction with NaNO2 followed by reaction with H2O at 80°C for 2 hours to produce the corresponding 5-nitro-2-alkylphenol derivatives. c) Finally, the corresponding amine derivatives were obtained by hydrogenation of the nitro group. 3. Synthesis of 2-methoxy-4-hydroxybenzyl cyanide: a) Obtained by hydrolysis of methyl ether of 2-methoxy-4-nitrobenzonitrile with LiCl. b) Subsequently, the nitro group was reduced with SnCl2-2H2O in the presence of 6N HCl.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 1, p. 132 - 135
[2] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 3, p. 668 - 671
[3] Patent: WO2007/38387, 2007, A2. Location in patent: Page/Page column 24; 25
[4] Justus Liebigs Annalen der Chemie, 1912, vol. 390, p. 23
[5] Patent: US6140353, 2000, A
5-AMINO-2-HYDROXYBENZONITRILE Preparation Products And Raw materials
Raw materials
Preparation Products
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