2-Thiazolamine, 4-(1-naphthalenyl)-

Base Information

• Chemical Name: 2-Thiazolamine, 4-(1-naphthalenyl)-
• CAS No.: 56503-96-9
• Molecular Formula: C13H10N2S
• Molecular Weight: 226.30
• Hs Code.: 2934100090
• European Community (EC) Number: 672-132-2
• UNII: 4KEO6ZF10B
• DSSTox Substance ID: DTXSID10205049
• Nikkaji Number: J1.266.286F
• Wikidata: Q72493573
• Mol file: 56503-96-9.mol

Synonyms:56503-96-9;2-Amino-4-(1-Naphthyl)Thiazole;4-Naphthalen-1-yl-thiazol-2-ylamine;2-Thiazolamine, 4-(1-naphthalenyl)-;4-(naphthalen-1-yl)thiazol-2-amine;4-(1-Naphthalenyl)-2-thiazolamine;4-naphthalen-1-yl-1,3-thiazol-2-amine;4-Naphthalen-1-yl-thiazol-2-yl-amine;4-(1-naphthyl)-1,3-thiazol-2-amine;BRN 0164858;2-Amino-4-alpha-naphthylthiazole;2-Amino-4-(1-naphthalenyl)-1,3-thiazole;4-(naphthalen-1-yl)-1,3-thiazol-2-amine;Thiazole, 2-amino-4-(1-naphthyl)-;4KEO6ZF10B;4-(1-Naphthyl)-2-thiazolamine;4-(Naphthalen-1-yl)-2-aminothiazole;4-27-00-05039 (Beilstein Handbook Reference);4-(1-naphthyl)thiazol-2-amine;UNII-4KEO6ZF10B;SCHEMBL713110;DTXSID10205049;4-(1-Naphthyl)-2-thiazoleamine;2-Amino-4-.alpha.-naphthylthiazole;BBL007931;MFCD00236016;STK344290;AKOS000115506;CCG-112736;FS-5319;2-amino-4-(naphthalin-1-yl)-thiazole;4-(1-Naphthyl)-1,3-thiazol-2-ylamine;LS-150632;4-(1-Naphthyl)-1,3-thiazol-2-ylamine #;BB 0218611;EU-0046160;EN300-02237;Thiazole, 2-amino-4-(1-naphthyl)- (6CI);T71067;AB00086623-01;A831064;L022338;SR-01000403863;SR-01000403863-1;AMINO-4-(1-NAPHTHALENYL)-1,3-THIAZOLE, 2-;Z48847674;F0777-0558

Chemical Property of 2-Thiazolamine, 4-(1-naphthalenyl)-

Chemical Property:

• Appearance/Colour: crystalline powder
• Vapor Pressure: 1.53E-07mmHg at 25°C
• Melting Point: 155-158 °C
• Refractive Index: 1.73
• Boiling Point: 428.4 °C at 760 mmHg
• PKA: 4.58±0.10(Predicted)
• Flash Point: 212.9 °C
• PSA: 67.15000
• Density: 1.301 g/cm³
• LogP: 4.12670
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.05646950
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Amino-4-(1-naphthyl)thiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C3=CSC(=N3)N
• Uses: 2-Amino-4-(1-naphthyl)thiazole is a reagent used in the synthesis of 2-substituted ethenesulfonic acid ester derivatives as PTP1B inhibitors. Also used as a reagent in the preparation of pirinixic acid derivatives as dual 5-lipoxygenase and microsomal prostaglandin E2 synthase-1 inhibitors for the treatment of inflammation and various cancers.

Technology Process of 2-Thiazolamine, 4-(1-naphthalenyl)-

There total 9 articles about 2-Thiazolamine, 4-(1-naphthalenyl)- 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: 93.0%

1-(α-tosyloxy)acetonaphthone (352517-78-3) + thiourea (17356-08-0) → 4-(naphthalen-1-yl)-2-aminothiazole (56503-96-9)

Guidance literature:

With potassium carbonate; In neat (no solvent); at 50 - 60 ℃; Green chemistry;

Reference yield: 80.0%

1'-naphthacetophenone (941-98-0) + thiourea (17356-08-0) → 4-(naphthalen-1-yl)-2-aminothiazole (56503-96-9)

Guidance literature:

With iodine;

DOI:10.1023/A:1013978608299

Reference yield: 55.0%

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-(naphthalen-1-yl)ethan-1-one + thiourea (17356-08-0) → 4-(naphthalen-1-yl)-2-aminothiazole (56503-96-9)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; at 80 ℃; for 24h; chemoselective reaction; Schlenk technique;

DOI:10.1016/j.cclet.2021.02.052

upstream raw materials:

1'-naphthacetophenone

thiourea

2-bromoaceto-1-naphthone

1-naphthylmagnesiumbromide

Downstream raw materials:

Chloro-acetic acid 4-{[(E)-4-naphthalen-1-yl-thiazol-2-ylimino]-methyl}-phenyl ester

N-[4-(1-Naphthyl)thiazol-2-yl]-(2-chloro-5-nitrophenyl)carboxamide

N-benzyl-N-phenyl-glycine 4-naphthalen-1-yl-thiazol-2-ylamide

N-ethyl-N-phenyl-glycine 4-naphthalen-1-yl-thiazol-2-ylamide

Refernces

• 1、 Gundala, Trivikram Reddy,Godugu, Kumar,Nallagondu, Chinna Gangi Reddy. "Citric Acid-catalyzed Synthesis of 2,4-Disubstituted Thiazoles from Ketones via C–Br, C–S, and C–N Bond Formations in One Pot: A Green Approach". . p. 1408 - 1416. Retrieved 2017/10/23.
• 2、 Pundeer, Rashmi,Vijaykiran. "Green and expeditious synthesis of some 2-amino/ arylamino-4-(1-naphthyl)thiazole derivatives using [hydroxy(tosyloxy)iodo]benzene". . p. 311 - 315. Retrieved 2019/01/18.