2-Amino-6-ethoxybenzothiazole

Base Information

• Chemical Name: 2-Amino-6-ethoxybenzothiazole
• CAS No.: 94-45-1
• Molecular Formula: C9H10N2OS
• Molecular Weight: 194.257
• Hs Code.: 29349990
• European Community (EC) Number: 202-333-9
• NSC Number: 28731
• UNII: D621HZ191D
• DSSTox Substance ID: DTXSID9024481
• Nikkaji Number: J37.324I
• Wikidata: Q27890210
• ChEMBL ID: CHEMBL565755
• Mol file: 94-45-1.mol

Synonyms:2-AMINO-6-ETHOXYBENZOTHIAZOLE;94-45-1;6-Ethoxy-1,3-benzothiazol-2-amine;2-Benzothiazolamine, 6-ethoxy-;6-Ethoxy-2-aminobenzothiazole;Benzothiazole, 2-amino-6-ethoxy-;6-Ethoxy-2-benzothiazolamine;6-Ethoxy-benzothiazol-2-ylamine;6-Ethoxybenzothiazol-2-ylamine;Amino-6-ethoxybenzothiazole, 2-;EINECS 202-333-9;NSC 28731;DTXSID9024481;6-ethoxybenzo[d]thiazol-2-amine;D621HZ191D;MFCD00005788;NSC-28731;6-ethoxy-1,3-benzothiazol-2-ylamine;6-ETHOXYBENZO(D)THIAZOL-2-AMINE;NSC28731;Oprea1_138686;6-ethoxybenzothiazol-2-amine;6-ethoxybenzothiazol-2-ylamin;BIDD:GT0221;SCHEMBL233589;UNII-D621HZ191D;2-amino-6-ethoxy-benzothiazole;CHEMBL565755;DTXCID004481;Tox21_200641;STK345978;AKOS000104167;LS-1963;6-Ethoxy-1,3-benzothiazol-2-amine #;CAS-94-45-1;UPCMLD0ENAT5678737:001;NCGC00091160-01;NCGC00091160-02;NCGC00091160-03;NCGC00258195-01;(6-ETHOXYBENZOTHIAZOL-2-YL)AMINE;AS-15453;BENZOTHIAZOLE, 1-AMINO-5-ETHOXY-;3-Bromoindole-1-carboxylicacidtert-butylester;A0716;BB 0245857;CS-0070177;FT-0611202;EN300-16913;2-Amino-6-ethoxybenzothiazole, technical grade;D82450;AE-641/00784023;Q27890210;Z56821892;F1911-0015

Chemical Property of 2-Amino-6-ethoxybenzothiazole

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 3E-05mmHg at 25°C
• Melting Point: 161-163 °C(lit.)
• Refractive Index: 1.676
• Boiling Point: 356.1 °C at 760 mmHg
• PKA: 4.75±0.10(Predicted)
• Flash Point: 169.1 °C
• PSA: 76.38000
• Density: 1.303 g/cm³
• LogP: 2.85840
• Storage Temp.: 2-8°C(protect from light)
• Water Solubility.: <0.1 g/100 mL at 23℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 194.05138412
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-6-ethoxybenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC2=C(C=C1)N=C(S2)N

Technology Process of 2-Amino-6-ethoxybenzothiazole

There total 13 articles about 2-Amino-6-ethoxybenzothiazole 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: 94.0%

1-(4-ethoxyphenyl)thiourea (880-29-5) → 2-Amino-6-ethoxybenzothiazole (94-45-1)

Guidance literature:

With thionyl chloride; at 50 - 55 ℃; for 4h;

Reference yield: 74.0%

potassium thioacyanate (333-20-0) + 4-Ethoxyaniline (156-43-4) → 2-Amino-6-ethoxybenzothiazole (94-45-1)

Guidance literature:

potassium thioacyanate; 4-Ethoxyaniline; With bromine; acetic acid; at 20 ℃; Cooling with ice;

With ammonium hydroxide; In water; pH=11;

DOI:10.1016/j.ejmech.2012.03.033

Reference yield: 72.0%

ammonium thiocyanate (1147550-11-5) + 4-Ethoxyaniline (156-43-4) → 2-Amino-6-ethoxybenzothiazole (94-45-1)

Guidance literature:

With bromine;

DOI:10.5012/bkcs.2011.32.1.131

upstream raw materials:

1-(4-ethoxyphenyl)thiourea

sodium thiocyanide

4-Ethoxyaniline

ammonium thiocyanate

Downstream raw materials:

1-(6-ethoxy-benzothiazol-2-yl)-3-phenyl-urea

(6-ethoxy-benzothiazol-2-yl)-(4-dimethylamino-benzyliden)-amine

(6-ethoxy-benzothiazol-2-ylamino)-[1,4]benzoquinone

2-(6-ethoxy-benzothiazol-2-ylamino)-hydroquinone

Refernces

• 1、 Moussa, Bahia A.,El-Zaher, Asmaa A.,El-Ashrey, Mohamed K.,Fouad, Marwa A.. "Synthesis and molecular docking of new roflumilast analogues as preferential-selective potent PDE-4B inhibitors with improved pharmacokinetic profile". . p. 477 - 486. Retrieved 2018/02/28.
• 2、 Patel, Rahul V.,Park, Se Won. "Catalytic N-formylation for synthesis of 6-substituted-2-benzothiazolylimino-5-piperazinyl-4-thiazolidinone antimicrobial agents". . p. 5599 - 5609. Retrieved 2015/07/08.