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2-Methoxy-5-nitroaniline hydrochloride
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Name

2-Methoxy-5-nitroaniline hydrochloride

 EINECS 267-234-5
CAS No. 67827-72-9 Density 1.318[at 20℃]
PSA 81.07000 LogP 3.09200
Solubility 297g/L at 25℃ Melting Point 119-123 °C
Formula C7H8N2O3.HCl Boiling Point 351.8 °C at 760 mmHg
Molecular Weight 204.613 Flash Point 166.6 °C
Transport Information N/A Appearance N/A
Safety Risk Codes R50/53; R23/24/25
Molecular Structure Molecular Structure of 67827-72-9 (2-Methoxy-5-nitroaniline hydrochloride) Hazard Symbols N,T
Synonyms

Benzenamine,2-methoxy-5-nitro-, monohydrochloride (9CI);o-Anisidine, 5-nitro-,hydrochloride (5CI);2-Methoxy-5-nitroaniline hydrochloride;

 

2-Methoxy-5-nitroaniline hydrochloride Synthetic route

67827-72-9

2-methoxy-5-nitroaniline hydrochloride

108-24-7

acetic anhydride

33721-54-9

N-(2-methoxy-5-nitrophenyl)acetamide

Conditions
ConditionsYield
at 80℃; for 8h;93.48%
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

99-59-2

3-amino-4-methoxynitrobenzene

Conditions
ConditionsYield
With sodium hydroxide In water pH=8;83.7%
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

C9H9IN2O4

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 8 h / 80 °C
2: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3: potassium iodide / N,N-dimethyl-formamide / 8 h / 120 °C
View Scheme
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

acetic acid-(2,3-dimethoxy-5-nitro-anilide)

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 8 h / 80 °C
2.1: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3.1: potassium iodide / N,N-dimethyl-formamide / 8 h / 120 °C
4.1: copper(l) iodide / methanol; 1,4-dioxane / 12 h / 90 °C
4.2: 4 h / 80 °C
View Scheme
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

C9H11BrN2O2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 8 h / 80 °C
2: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3: iron; acetic acid / 6 h / 75 - 80 °C
View Scheme
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

C15H16BrNO4

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 8 h / 80 °C
2.1: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3.1: iron; acetic acid / 6 h / 75 - 80 °C
4.1: hydrogenchloride / water / 1 h / -25 °C
4.2: 0.25 h / -10 °C
View Scheme
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

C13H14BrNO3

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 8 h / 80 °C
2.1: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3.1: iron; acetic acid / 6 h / 75 - 80 °C
4.1: hydrogenchloride / water / 1 h / -25 °C
4.2: 0.25 h / -10 °C
5.1: hydrogenchloride / water; ethanol / 8 h / Reflux
View Scheme
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

triethyl 4-bromo-5-methoxy-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 8 h / 80 °C
2.1: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3.1: iron; acetic acid / 6 h / 75 - 80 °C
4.1: hydrogenchloride / water / 1 h / -25 °C
4.2: 0.25 h / -10 °C
5.1: hydrogenchloride / water; ethanol / 8 h / Reflux
6.1: dichloromethane / 24 h / 20 °C
View Scheme
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

81770-66-3

4,5-dimethoxy-1H-pyrrolo<2,3-f>quinoline-2,7,9-tricarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 8 h / 80 °C
2.1: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3.1: iron; acetic acid / 6 h / 75 - 80 °C
4.1: hydrogenchloride / water / 1 h / -25 °C
4.2: 0.25 h / -10 °C
5.1: hydrogenchloride / water; ethanol / 8 h / Reflux
6.1: dichloromethane / 24 h / 20 °C
7.1: copper(l) iodide / methanol; 1,4-dioxane / 8 h / Reflux
View Scheme
67827-72-9

2-methoxy-5-nitroaniline hydrochloride

triethyl 4-ethoxy-5-methoxy-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 8 h / 80 °C
2.1: methanesulfonic acid; N-Bromosuccinimide / 12 h / 25 °C / Cooling with ice
3.1: iron; acetic acid / 6 h / 75 - 80 °C
4.1: hydrogenchloride / water / 1 h / -25 °C
4.2: 0.25 h / -10 °C
5.1: hydrogenchloride / water; ethanol / 8 h / Reflux
6.1: dichloromethane / 24 h / 20 °C
7.1: copper(l) iodide / 1,4-dioxane / 8 h / Reflux
View Scheme

2-Methoxy-5-nitroaniline hydrochloride Specification

The 2-Methoxy-5-nitroaniline hydrochloride, with the cas registry number 67827-72-9 and EINECS registry number 267-234-5, is also called 2-Methoxy-5-nitroanilinium chloride. And the molecular formula of the chemical is C7H8N2O3.HCl.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.69; (4)ACD/LogD (pH 7.4): 1.69; (5)ACD/BCF (pH 5.5): 11.37; (6)ACD/BCF (pH 7.4): 11.38; (7)ACD/KOC (pH 5.5): 198.3; (8)ACD/KOC (pH 7.4): 198.47; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 58.29 Å2; (13)Flash Point: 166.6 °C; (14)Enthalpy of Vaporization: 59.65 kJ/mol; (15)Boiling Point: 351.8 °C at 760 mmHg; (16)Vapour Pressure: 4.01E-05 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Cl.[O-][N+](=O)c1ccc(OC)c(N)c1
(2)InChI: InChI=1/C7H8N2O3.ClH/c1-12-7-3-2-5(9(10)11)4-6(7)8;/h2-4H,8H2,1H3;1H
(3)InChIKey: JBBNYKPRONOPHN-UHFFFAOYAJ

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