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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
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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
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Safety

Hazard Codes 
Xi
Risk Statements 
20/21/22-36/37/38-36
Safety Statements 
26-36/37/39
RIDADR 
3439
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
A636205
Product name
4-Amino-2-hydroxybenzonitrile
Packaging
25mg
Price
$175
Updated
2021/12/16
TRC
Product number
A636205
Product name
4-Amino-2-hydroxybenzonitrile
Packaging
5mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
7543CT
Product name
4-Amino-2-hydroxybenzonitrile
Packaging
1g
Price
$497
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0383057
Product name
4-AMINO-2-HYDROXYBENZONITRILE
Purity
95.00%
Packaging
5MG
Price
$505.73
Updated
2021/12/16
Chemenu
Product number
CM254472
Product name
4-Amino-2-hydroxybenzonitrile
Purity
95%
Packaging
5g
Price
$842
Updated
2021/12/16
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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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5-AMINO-2-HYDROXYBENZONITRILE Suppliers

Specs
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Email
info@specs.net
Country
The Netherlands
ProdList
6833
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