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1-Acetamido-7-hydroxynaphthalene is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 6470-18-4 Structure
  • Basic information

    1. Product Name: 1-Acetamido-7-hydroxynaphthalene
    2. Synonyms: ACETAMIDE, N-(7-HYDROXY-1-NAPHTHALENYL)-;1-ACETHYL AMINO-7 NAPTHTHOL;1-Acetamido-7-hydroxynaphthalene;1-acetamido-7-naphthol;1-ACETYLAMINO-7-NAPHTHOL;4'-Nitrophenyl-1-Hydroxy-2-Naphthionate;1-ACETAMINO-7-NAPHTHOL;1-Acetamino-7-hydroxynaphthalin
    3. CAS NO:6470-18-4
    4. Molecular Formula: C12H11NO2
    5. Molecular Weight: 201.22
    6. EINECS: 229-293-5
    7. Product Categories: Intermediates of Dyes and Pigments
    8. Mol File: 6470-18-4.mol
    9. Article Data: 8
  • Chemical Properties

    1. Melting Point: 168-169 °C
    2. Boiling Point: 486.2 °C at 760 mmHg
    3. Flash Point: 247.9 °C
    4. Appearance: /
    5. Density: 1.297 g/cm3
    6. Vapor Pressure: 4.45E-10mmHg at 25°C
    7. Refractive Index: 1.704
    8. Storage Temp.: Inert atmosphere,Room Temperature
    9. Solubility: N/A
    10. PKA: 9.44±0.40(Predicted)
    11. CAS DataBase Reference: 1-Acetamido-7-hydroxynaphthalene(CAS DataBase Reference)
    12. NIST Chemistry Reference: 1-Acetamido-7-hydroxynaphthalene(6470-18-4)
    13. EPA Substance Registry System: 1-Acetamido-7-hydroxynaphthalene(6470-18-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 6470-18-4(Hazardous Substances Data)

6470-18-4 Usage

Uses

Intermediate of dyestuff

Check Digit Verification of cas no

The CAS Registry Mumber 6470-18-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,4,7 and 0 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 6470-18:
(6*6)+(5*4)+(4*7)+(3*0)+(2*1)+(1*8)=94
94 % 10 = 4
So 6470-18-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H11NO2/c1-8(14)13-12-4-2-3-9-5-6-10(15)7-11(9)12/h2-7,15H,1H3,(H,13,14)

6470-18-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Acetamido-7-hydroxynaphthalene

1.2 Other means of identification

Product number -
Other names 1-Acetamino-7-hydroxynaphthalin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6470-18-4 SDS

6470-18-4Synthetic route

8-acetamidonaphthalen-2-yl acetate
29921-56-0

8-acetamidonaphthalen-2-yl acetate

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol for 1h; Reflux;96%
With sodium hydrogencarbonate In methanol
8-amino-2-naphthol
118-46-7

8-amino-2-naphthol

acetic anhydride
108-24-7

acetic anhydride

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 21h;88%
8-amino-2-naphthol
118-46-7

8-amino-2-naphthol

acetyl chloride
75-36-5

acetyl chloride

A

8-acetamidonaphthalen-2-yl acetate
29921-56-0

8-acetamidonaphthalen-2-yl acetate

B

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

Conditions
ConditionsYield
With pyridine; benzene
8-amino-2-naphthol
118-46-7

8-amino-2-naphthol

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: TEA / CHCl3
2: NaHCO3 (sat) / methanol
View Scheme
With acetic anhydride In methanol
In ice-water
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; water / 250 - 260 °C
View Scheme
8-amino-2-naphthol
118-46-7

8-amino-2-naphthol

acetic acid
64-19-7

acetic acid

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

Conditions
ConditionsYield
With sodium hydroxide at 20 - 40℃; for 2h;120 g
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

methyl iodide
74-88-4

methyl iodide

N-(7-methoxynaphthalen-1-yl)acetamide
93189-18-5

N-(7-methoxynaphthalen-1-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate In acetone for 1h; Reflux;90%
With potassium carbonate In acetone for 6h; Heating;
With potassium carbonate In acetone
2-ethylhexyl bromide
18908-66-2

2-ethylhexyl bromide

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

C20H27NO2

C20H27NO2

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 9h; Reflux;88%
With potassium carbonate In acetonitrile for 9h; Reflux;88%
trifluoromethane anhydride

trifluoromethane anhydride

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

2-trifluoromethanesulfonyloxy-8-acetylaminonaphthalene
168901-50-6

2-trifluoromethanesulfonyloxy-8-acetylaminonaphthalene

Conditions
ConditionsYield
With dmap; trifluoromethanesulfonic acid anhydride In dichloromethane69.5%
ethanolamine
141-43-5

ethanolamine

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

9-acetylamino-2-hydroxymethyl naphtho[2,1-d]oxazole
1627144-25-5

9-acetylamino-2-hydroxymethyl naphtho[2,1-d]oxazole

Conditions
ConditionsYield
With copper dichloride In acetonitrile at 60℃; for 15h;62%
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

N-(7,8-dioxo-7,8-dihydronaphthalen-1-yl)acetamide
950-84-5

N-(7,8-dioxo-7,8-dihydronaphthalen-1-yl)acetamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; 3 A molecular sieve; titanium(IV) isopropylate In dichloromethane for 16h;58%
acetic anhydride
108-24-7

acetic anhydride

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

8-acetamidonaphthalen-2-yl acetate
29921-56-0

8-acetamidonaphthalen-2-yl acetate

Conditions
ConditionsYield
With sodium acetate; acetic acid
acetic anhydride
108-24-7

acetic anhydride

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

7-acetoxy-1-diacetylamino-naphthalene

7-acetoxy-1-diacetylamino-naphthalene

Conditions
ConditionsYield
With sodium acetate; acetic acid
dimethyl sulfate
77-78-1

dimethyl sulfate

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

N-(7-methoxynaphthalen-1-yl)acetamide
93189-18-5

N-(7-methoxynaphthalen-1-yl)acetamide

Conditions
ConditionsYield
With sodium hydroxide
benzenediazonium
2684-02-8

benzenediazonium

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

N-(7-hydroxy-8-phenylazo-[1]naphthyl)-acetamide

N-(7-hydroxy-8-phenylazo-[1]naphthyl)-acetamide

4-sulfobenzenediazonium
2154-66-7

4-sulfobenzenediazonium

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

4-(8-amino-2-hydroxy-[1]naphthylazo)-benzenesulfonic acid

4-(8-amino-2-hydroxy-[1]naphthylazo)-benzenesulfonic acid

Conditions
ConditionsYield
bei der Behandlung des Reaktionsgemisches mit warmer Natronlauge;
diazotierte 2-Amino-benzol-disulfonsaeure-(1.4)
122290-34-0

diazotierte 2-Amino-benzol-disulfonsaeure-(1.4)

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

2-(8-acetylamino-2-hydroxy-[1]naphthylazo)-benzene-1,4-disulfonic acid

2-(8-acetylamino-2-hydroxy-[1]naphthylazo)-benzene-1,4-disulfonic acid

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

8-acetylamino-[1,2]naphthoquinone-1-oxime

8-acetylamino-[1,2]naphthoquinone-1-oxime

Conditions
ConditionsYield
With sodium nitrite Ansaeuern mit verd. Schwefelsaeure;
C. I. disperse red 60
17418-58-5

C. I. disperse red 60

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

N-[7-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-naphthalen-1-yl]-acetamide
38919-97-0

N-[7-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-naphthalen-1-yl]-acetamide

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium hydroxide at 145 - 150℃;
cis-nitrous acid
7782-77-6

cis-nitrous acid

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

8-acetylamino-[1,2]naphthoquinone-1-oxime

8-acetylamino-[1,2]naphthoquinone-1-oxime

hydrogenchloride
7647-01-0

hydrogenchloride

iron(III) chloride
7705-08-0

iron(III) chloride

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

8.8'-bis-acetylamino-2.2'-dioxo-2H.2'H-<1.1'>binaphthylidene

8.8'-bis-acetylamino-2.2'-dioxo-2H.2'H-<1.1'>binaphthylidene

nitrobenzene
98-95-3

nitrobenzene

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

copper (II)-oxide

copper (II)-oxide

8.8'-bis-acetylamino-2.2'-dioxo-2H.2'H-<1.1'>binaphthylidene

8.8'-bis-acetylamino-2.2'-dioxo-2H.2'H-<1.1'>binaphthylidene

1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

diazotized 4-amino-3-hydroxy-benzenesulfonic acid

diazotized 4-amino-3-hydroxy-benzenesulfonic acid

4-(8-acetylamino-2-hydroxy-[1]naphthylazo)-3-hydroxy-benzenesulfonic acid amide

4-(8-acetylamino-2-hydroxy-[1]naphthylazo)-3-hydroxy-benzenesulfonic acid amide

Conditions
ConditionsYield
With sodium hydroxide; sodium carbonate
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

N-(8-bromo-7-hydroxy-naphthalen-1-yl)-acetamide
871732-00-2

N-(8-bromo-7-hydroxy-naphthalen-1-yl)-acetamide

Conditions
ConditionsYield
With bromine In acetic acid for 14h;
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

2-methylbenzo[cd]indol-3(1H)-one

2-methylbenzo[cd]indol-3(1H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: Br2 / acetic acid / 14 h
2.1: 4.54 g / imidazole / dimethylformamide / 1 h
3.1: MeLi / tetrahydrofuran; diethyl ether / 1 h / -78 °C
3.2: t-BuLi / tetrahydrofuran; diethyl ether; pentane / 2 h / -78 - 0 °C
3.3: 91 percent / NH4Cl / tetrahydrofuran; diethyl ether; various solvents
View Scheme
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

N-{8-bromo-7-[[tris(1-methylethyl)silyl]oxy]}acetamide
871731-86-1

N-{8-bromo-7-[[tris(1-methylethyl)silyl]oxy]}acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Br2 / acetic acid / 14 h
2: 4.54 g / imidazole / dimethylformamide / 1 h
View Scheme
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

3,6-dibromo-8-chloro-2-naphthol
550998-29-3

3,6-dibromo-8-chloro-2-naphthol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: K2CO3 / acetone / 6 h / Heating
2: aq. HCl / 5 h / Heating
3: tert-butyl nitrite; CuCl2 / acetonitrile / 0 - 20 °C
4: 92 percent / BBr3 / CH2Cl2 / 0 - 20 °C
5: Br2; acetic acid / 1 h / 100 °C
View Scheme
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

1,6-dibromo-8-fluoro-2-naphthol
550998-28-2

1,6-dibromo-8-fluoro-2-naphthol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: K2CO3 / acetone / 6 h / Heating
2.1: aq. HCl / 5 h / Heating
3.1: aq. HCl; NaNO2 / 0.5 h / 10 °C
3.2: aq. HBF4
3.3: xylene / 1 h / Heating
4.1: 3.99 g / BBr3 / CH2Cl2 / 0 - 20 °C
5.1: 62 percent / Br2; acetic acid / 1 h / 100 °C
View Scheme
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

1,3,6-tribromo-8-chloro-naphthalen-2-ol

1,3,6-tribromo-8-chloro-naphthalen-2-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: K2CO3 / acetone / 6 h / Heating
2: aq. HCl / 5 h / Heating
3: tert-butyl nitrite; CuCl2 / acetonitrile / 0 - 20 °C
4: 92 percent / BBr3 / CH2Cl2 / 0 - 20 °C
5: 1.80 g / Br2; acetic acid / 1 h / 100 °C
View Scheme
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

8-chloro-6-(4-methoxyphenyl)-2-naphthol
550998-42-0

8-chloro-6-(4-methoxyphenyl)-2-naphthol

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: K2CO3 / acetone / 6 h / Heating
2.1: aq. HCl / 5 h / Heating
3.1: tert-butyl nitrite; CuCl2 / acetonitrile / 0 - 20 °C
4.1: 92 percent / BBr3 / CH2Cl2 / 0 - 20 °C
5.1: Br2; acetic acid / 1 h / 100 °C
6.1: 84 percent / imidazole / dimethylformamide / 3 h
7.1: 69 percent / Pd[P(Ph)3]4 / tetrahydrofuran / 3 h / Heating
8.1: 88 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C
9.1: t-BuLi / tetrahydrofuran / 0.33 h / -78 °C
9.2: H2O / tetrahydrofuran / -78 - 20 °C
View Scheme
1-acetylamino-7-naphthol
6470-18-4

1-acetylamino-7-naphthol

8-fluoro-6-(4-methoxyphenyl)-2-naphthol
550998-32-8

8-fluoro-6-(4-methoxyphenyl)-2-naphthol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: K2CO3 / acetone / 6 h / Heating
2.1: aq. HCl / 5 h / Heating
3.1: aq. HCl; NaNO2 / 0.5 h / 10 °C
3.2: aq. HBF4
3.3: xylene / 1 h / Heating
4.1: 3.99 g / BBr3 / CH2Cl2 / 0 - 20 °C
5.1: 62 percent / Br2; acetic acid / 1 h / 100 °C
6.1: 41 percent / SnCl2; aq. HCl; acetic acid / 1 h / 100 °C
7.1: 81 percent / aq. Na2CO3; Pd[P(Ph)3]4 / 1,2-dimethoxy-ethane / 85 °C
View Scheme

6470-18-4Relevant articles and documents

Method for preparing 8-acetamido-2-naphthol

-

Paragraph 0025; 0026, (2018/04/27)

The invention provides a method for preparing 8-acetamido-2-naphthol and belongs to the technical field of compound preparation methods. The preparation method comprises the following steps: 8-amino-2-naphthalene sulfonic acid and alkali metal hydroxides according to a molar ratio of 1:(3-12), mixing with an organic solvent in an autoclave, and performing alkali fusion at the temperature of 160-320 DEG C and the pressure of 0-1.5MPa so as to prepare 8-amino-2-naphthol; and recovering the organic solvent from the prepared reactants, carrying out an amidation reaction on the prepared 8-amino-2-naphthol and acetic acid or acetic anhydride at the reaction temperature of 20-40 DEG C so as to obtain 8-acetamido-2-naphthol, performing suction filtration, pressing to dry, thereby obtaining the 8-acetamido-2-naphthol. The preparation method is simple in process, less by-products are produced in the reaction, the sulfonate purity is high, the high-purity 8-acetamido-2-naphthol can be directly prepared by alkali fusion without refining, the production cost is reduced, lots of acidic wastewater is not produced, and the environmental protection is facilitated.

The development of a short route to the API ropinirole hydrochloride

Yousuf, Zeshan,Richards, Andrew K.,Dwyer, Andrew N.,Linclau, Bruno,Harrowven, David C.

, p. 10532 - 10539 (2015/11/10)

A four-step, three-stage synthesis of the API ropinirole hydrochloride has been developed from a commercially available naphthalene derivative. The new route has half the step-count and twice the overall yield of the current manufacturing process. Key features of the synthesis are a regioselective Birch reduction and an ozonolysis with concomitant ring closure to induce the required ring contraction.

New compounds with antiglutamatergic properties and uses thereof

-

Page/Page column 13, (2008/12/08)

The present invention provides new compounds displaying antiglutamatergic properties. It also provides the use of such compounds for the treatment and/or prophylaxis of conditions and diseases linked to abnormalities in glutamatergic transmission. It further provides a pharmaceutical composition for the treatment and/or prophylaxis of acute and chronic neurodegenerative conditions and disorders.

ERβ ligands. 3. Exploiting two binding orientations of the 2-phenylnaphthalene scaffold to achieve ERβ selectivity

Mewshaw, Richard E.,Edsall Jr., Richard J.,Yang, Cuijian,Manas, Eric S.,Xu, Zhang B.,Henderson, Ruth A.,Keith Jr., James C.,Harris, Heather A.

, p. 3953 - 3979 (2007/10/03)

The 2-phenylnaphthalene scaffold was explored as a simplified version of genistein in order to identify ER selective ligands. With the aid of docking studies, positions 1, 4, and 8 of the 2-phenylnaphthalene template were predicted to be the most potentially influential positions to enhance ER selectivity using two different binding orientations. Both orientations have the phenol moiety mimicking the A-ring of genistein. Several compounds predicted to adopt orientations similar to that of genistein when bound to ERβ were observed to have slightly higher ER affinity and selectivity than genistein. The second orientation we exploited, which was different from that of genistein when bound to ERβ, resulted in the discovery of several compounds that had superior ER selectivity and affinity versus genistein. X-ray structures of two ER selective compounds (i.e., 15 and 47) confirmed the alternate binding mode and suggested that substituents at positions 1 and 8 were responsible for inducing selectivity. One compound (i.e., 47, WAY-202196) was further examined and found to be effective in two models of inflammation, suggesting that targeting ER may be therapeutically useful in treating certain chronic inflammatory diseases.

Synthesis of HKI 0231B

Scopton, Alex,Kelly, T. Ross

, p. 10004 - 10012 (2007/10/03)

The total synthesis of HKI 0231B (1b) was completed in 12 linear steps and 15.6% overall yield. An unusual anionic cyclization provided access to intermediate 61 and the embedded benz[cd]-indol-3-(1H)-one ring system 3. Directed ortho-lithiation in the presence of a ketone followed by formylation and finally acid-catalyzed methanolysis complete the synthesis. Studies directed toward the construction and reactivity of the lactam acetal functionality present in HKI 0231A (1a) are also reported.

Characterization of the 5-HT7 Receptor. Determination of the Pharmacophore for 5-HT7 Receptor Agonism and CoMFA-Based Modeling of the Agonist Binding Site

Vermeulen, Erik S.,Schmidt, Anne W.,Sprouse, Jeffrey S.,Wikstr?m, H?kan V.,Grol, Cor J.

, p. 5365 - 5374 (2007/10/03)

On the basis of a set of 20 diverse 5-HT7 receptor agonists, the pharmacophore for 5-HT7 receptor agonism was determined. Additionally two CoMFA models were developed, based on different alignments of the agonists. Both models show good correlations between experimental and predictive pKi values and show a high degree of similarity. The CoMFA fields were subsequently used to map the agonist binding site of the model of the 5-HT7 receptor. Important roles in ligand binding are attributed to Asp162 of TM3 (interaction with a protonated nitrogen), and Thr244 of TM5 (interaction with a substituent at an aromatic moiety). Amino acid residues of the aromatic cluster of TM6 are hypothesized to play an important role in ligand binding as π-π stacking moieties. Agonists missing a hydrogen-bond-accepting moiety, but possessing an aromatic substituent instead, seem to bind the receptor with high affinity as well by occupying a lipophilic pocket hosted by residues of TM5 and TM6.

Substituted phenyl naphthalenes as estrogenic agents

-

, (2008/06/13)

This invention provides estrogen receptor modulators of formula I, having the structure 1wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, and R10, are as defined in the specification, or a pharmaceutically acceptable salt thereof.

1-[2-(1H-INDEN-3-YL)ETHYL]-4-(NAPHTH-1-YL)PIPERAZINE DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION IN THERAPEUTICS

-

, (2008/06/13)

Compounds of formula: STR1 in which X represents a hydrogen atom, a C 1-C 3 alkoxy group or a cyclopropylmethoxy group and Y represents a hydrogen atom or a methoxy group, are useful in the therapy of conditions.

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