Thiocyanic acid, 2-amino-1-naphthalenyl ester

Base Information

• Chemical Name: Thiocyanic acid, 2-amino-1-naphthalenyl ester
• CAS No.: 2476-69-9
• Molecular Formula: C₁₁H₈N₂S
• Molecular Weight: 200.264
• DSSTox Substance ID: DTXSID10332561
• Nikkaji Number: J1.975.168F
• Wikidata: Q82097264
• Mol file: 2476-69-9.mol

Synonyms:Thiocyanic acid, 2-amino-1-naphthalenyl ester;2476-69-9;2-Amino-1-naphthyl thiocyanate;1-thiocyanatonaphthalene-2-amine;DTXSID10332561;(2-amino-1-naphthyl) thiocyanate;Thiocyanic acid, 2-amino-1-naphthyl ester

Chemical Property of Thiocyanic acid, 2-amino-1-naphthalenyl ester

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 200.04081944
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2SC#N)N

Technology Process of Thiocyanic acid, 2-amino-1-naphthalenyl ester

There total 1 articles about Thiocyanic acid, 2-amino-1-naphthalenyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

naphthalen-2-ylamine (91-59-8) + 1-methyl-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl thiocyanate (521980-39-2) → naphtho[2,1-d]thiazol-2-amine (1203-55-0) + 2-Amino-1-thiocyanatonaphthalene (2476-69-9)

Guidance literature:

In benzene; for 3h; Heating;

DOI:10.1002/jhet.5570400501

Reference yield: 57.0%

2-Amino-1-thiocyanatonaphthalene (2476-69-9) + oxalic acid diethyl ester (95-92-1) → ethyl naphtho[2,1-d]thiazole-2-carboxylate (68557-39-1)

Guidance literature:

2-Amino-1-thiocyanatonaphthalene; With sodium sulfide trihydrate; In ethanol; water; Heating;

oxalic acid diethyl ester; at 175 ℃;

DOI:10.1134/S0036023621020054

Reference yield:

2-Amino-1-thiocyanatonaphthalene (2476-69-9) → C29H33N5O5S2

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. sodium sulfide / ethanol / 0.67 h / 85 °C

2.1: 5.4 g / H₂SO₄ / 0.33 h / 170 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -70 °C

3.2: hexane; tetrahydrofuran / 2 h / -70 °C

With sodium sulfide; n-butyllithium; sulfuric acid; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jm0303857

upstream raw materials:

naphthalen-2-ylamine

1-methyl-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydroquinolin-3-yl thiocyanate

Downstream raw materials:

naphtho[2,1-d]thiazol-2-amine

naphtho[2,1-d]thiazole-2(3H)-thione

2-aminonaphthalene-1-thiol

naphtho[2,1-d][1,3]thiazole

Refernces