1-Acetamido-7-hydroxynaphthalene supplier

Name
1-Acetamido-7-hydroxynaphthalene
EINECS 229-293-5
CAS No. 6470-18-4
Article Data12
CAS DataBase
Density 1.297 g/cm³
Solubility
Melting Point 168-169 °C
Formula C₁₂H₁₁NO₂
Boiling Point 486.2 °C at 760 mmHg
Molecular Weight 201.225
Flash Point 247.9 °C
Transport Information
Appearance
Safety
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Acetamide,N-(7-hydroxy-1-naphthyl)- (6CI,8CI);1-Acetamido-7-naphthol;1-Acetylamino-7-naphthol;N-(7-Hydroxy-1-naphthyl)acetamide;N-(7-Hydroxynaphthalene-1-yl)-acetamide;NSC 7566;acetamide, N-(7-hydroxy-1-naphthalenyl)-;
PSA 49.33000
LogP 2.57680

Synthetic route

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

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

Conditions

Conditions	Yield
With sodium hydrogencarbonate In methanol for 1h; Reflux;	96%
With sodium hydrogencarbonate In methanol

: 118-46-7
8-amino-2-naphthol

: 108-24-7
acetic anhydride

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

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 21h;	88%

: 118-46-7
8-amino-2-naphthol

: 75-36-5
acetyl chloride

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

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

Conditions

Conditions	Yield
With pyridine; benzene

...Expand

: 118-46-7
8-amino-2-naphthol

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: TEA / CHCl3 2: NaHCO3 (sat) / methanol View Scheme
With acetic anhydride In methanol
In ice-water

: 119-28-8
8-amino-2-naphthalenesulfonic acid

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; water / 250 - 260 °C View Scheme

: 118-46-7
8-amino-2-naphthol

: 64-19-7
acetic acid

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

Conditions

Conditions	Yield
With sodium hydroxide at 20 - 40℃; for 2h;	120 g

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

: 74-88-4
methyl iodide

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

Conditions

Conditions	Yield
With potassium carbonate In acetone for 1h; Reflux;	90%
With potassium carbonate In acetone for 6h; Heating;
With potassium carbonate In acetone

: 18908-66-2
2-ethylhexyl bromide

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

: C20H27NO2

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 9h; Reflux;	88%
With potassium carbonate In acetonitrile for 9h; Reflux;	88%

trifluoromethane anhydride: trifluoromethane anhydride

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

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

Conditions

Conditions	Yield
With dmap; trifluoromethanesulfonic acid anhydride In dichloromethane	69.5%

: 141-43-5
ethanolamine

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

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

Conditions

Conditions	Yield
With copper dichloride In acetonitrile at 60℃; for 15h;	62%

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

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

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 3 A molecular sieve; titanium(IV) isopropylate In dichloromethane for 16h;	58%

: 108-24-7
acetic anhydride

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

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

Conditions

Conditions	Yield
With sodium acetate; acetic acid

: 108-24-7
acetic anhydride

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

: 7-acetoxy-1-diacetylamino-naphthalene

Conditions

Conditions	Yield
With sodium acetate; acetic acid

: 77-78-1
dimethyl sulfate

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

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

Conditions

Conditions	Yield
With sodium hydroxide

: 2684-02-8
benzenediazonium

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

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

: 2154-66-7
4-sulfobenzenediazonium

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

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

Conditions

Conditions	Yield
bei der Behandlung des Reaktionsgemisches mit warmer Natronlauge;

: 122290-34-0
diazotierte 2-Amino-benzol-disulfonsaeure-(1.4)

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

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

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

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

Conditions

Conditions	Yield
With sodium nitrite Ansaeuern mit verd. Schwefelsaeure;

: 17418-58-5
C. I. disperse red 60

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

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

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; potassium hydroxide at 145 - 150℃;

: 7782-77-6
cis-nitrous acid

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

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

: 7647-01-0
hydrogenchloride

: 7705-08-0
iron(III) chloride

: 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

...Expand

: 98-95-3
nitrobenzene

: 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

...Expand

: 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

Conditions

Conditions	Yield
With sodium hydroxide; sodium carbonate

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

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

Conditions

Conditions	Yield
With bromine In acetic acid for 14h;

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

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

Conditions

Conditions	Yield
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

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Br2 / acetic acid / 14 h 2: 4.54 g / imidazole / dimethylformamide / 1 h View Scheme

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

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

Conditions

Conditions	Yield
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

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

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

Conditions

Conditions	Yield
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

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

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

Conditions

Conditions	Yield
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

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

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

Conditions

Conditions	Yield
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

Yield

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

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

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

Conditions

Conditions	Yield
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

Yield

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

1-Acetamido-7-hydroxynaphthalene Standards and Recommendations

Appearance: Gray powder
Content: 95% min
Purity: 97% min
Alkali insoluble matters: 0.1% max

1-Acetamido-7-hydroxynaphthalene Specification

The 1-Acetamido-7-hydroxynaphthalene, with the CAS registry number 6470-18-4 and EINECS registry number 229-293-5, has the systematic name of N-(7-hydroxynaphthalen-1-yl)acetamide. And the molecular formula of this chemical is C₁₂H₁₁NO₂. It belongs to the product categories Intermediates of Dyes and Pigments. What's more, it should be used as intermediate of coupling component in neutral stain.

The physical properties of 1-Acetamido-7-hydroxynaphthalene are as following: (1)ACD/LogP: 1.58; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.58; (4)ACD/LogD (pH 7.4): 1.57; (5)ACD/BCF (pH 5.5): 9.3; (6)ACD/BCF (pH 7.4): 9.23; (7)ACD/KOC (pH 5.5): 171.7; (8)ACD/KOC (pH 7.4): 170.41; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 29.54 Å²; (13)Index of Refraction: 1.704; (14)Molar Refractivity: 60.24 cm³; (15)Molar Volume: 155 cm³; (16)Polarizability: 23.88×10^-24cm³; (17)Surface Tension: 59 dyne/cm; (18)Density: 1.297 g/cm³; (19)Flash Point: 247.9 °C; (20)Enthalpy of Vaporization: 78.05 kJ/mol; (21)Boiling Point: 486.2 °C at 760 mmHg; (22)Vapour Pressure: 4.45E-10 mmHg at 25°C.

Preparation of 1-Acetamido-7-hydroxynaphthalene: It can start with alkaline fusion of 1,7-cleve's acid, and gives the 8-amino-2-naphthol sodium salt. Then acidatewith dilute acid, and the 8-amino-2-naphthol will separate out. Acetylize it with acetic anhydride, and gives the desired product.

Preparation of 1-Acetamido-7-hydroxynaphthalene can start with alkaline fusion of 1,7-cleve's acid, and gives the 8-amino-2-naphthol sodium salt. Then acidatewith dilute acid, and the 8-amino-2-naphthol will separate out. Acetylize it with acetic anhydride, and gives the desired product

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Nc1c2c(ccc1)ccc(O)c2)C
(2)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)
(3)InChIKey: ALNWQAFPXMGLTJ-UHFFFAOYAR

Product Name

1-Acetamido-7-hydroxynaphthalene

Synthetic route

1-Acetamido-7-hydroxynaphthalene Standards and Recommendations

1-Acetamido-7-hydroxynaphthalene Specification

Related Products

Hot Products