6-Aminobenzo[d]thiazol-2(3H)-one

Base Information

• Chemical Name: 6-Aminobenzo[d]thiazol-2(3H)-one
• CAS No.: 56354-98-4
• Molecular Formula: C7H6 N2 O S
• Molecular Weight: 166.203
• Hs Code.: 2934200090
• European Community (EC) Number: 835-436-8
• DSSTox Substance ID: DTXSID40204909
• Wikidata: Q83078385
• Mol file: 56354-98-4.mol

Synonyms:56354-98-4;6-Aminobenzo[d]thiazol-2(3H)-one;6-amino-2(3H)-benzothiazolone;6-Amino-3H-benzothiazol-2-one;6-Amino-1,3-benzothiazol-2(3H)-one;6-amino-3H-1,3-benzothiazol-2-one;2(3H)-Benzothiazolone, 6-amino-;6-Aminobenzothiazolone;MFCD07792930;6-amino-2,3-dihydro-1,3-benzothiazol-2-one;6-amino-2-benzothiazolone;2(3H)-BENZOTHIAZOLONE,6-AMINO-(9CI);6-amino-2-benzothiazolinone;SCHEMBL118581;6-Amino-2-hydroxybenzothiazole;SCHEMBL11691297;DTXSID40204909;CLYCLRFHPKKUBR-UHFFFAOYSA-N;AKOS000113367;AKOS012532035;6-AMINO-1,3-BENZOTHIAZOL-2-OL;6-AMINO-3H-BENZOTHIAZOLE-2-ONE;DS-18261;SY031792;6-Amino-2(3H)-benzothiazolone, AldrichCPR;BB 0254145;FT-0677865;EN300-93862;F15056;A831014;Z1270210776

Chemical Property of 6-Aminobenzo[d]thiazol-2(3H)-one

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 87.12000
• Density: 1.473g/cm³
• LogP: 1.75300
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 166.02008399
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

98%Min ^*data from raw suppliers

6-Amino-1,3-benzothiazol-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)SC(=O)N2

Technology Process of 6-Aminobenzo[d]thiazol-2(3H)-one

There total 5 articles about 6-Aminobenzo[d]thiazol-2(3H)-one 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: 91.0%

6-nitro-2(3H)-benzothiazolone (28620-12-4) → 6-Amino-1,3-benzothiazol-2(3H)-one (56354-98-4)

Guidance literature:

With hydrogenchloride; ammonium chloride; In tetrahydrofuran; water; at 45 ℃; for 4h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.7b03216

Reference yield:

C12H14N2O3S (1217244-19-3) → 6-Amino-1,3-benzothiazol-2(3H)-one (56354-98-4)

Guidance literature:

With trifluoroacetic acid;

Reference yield:

2,5-diaminothiophenol (507246-12-0) + 1,1'-carbonyldiimidazole (530-62-1) → 6-Amino-1,3-benzothiazol-2(3H)-one (56354-98-4)

Guidance literature:

In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2019.111656

upstream raw materials:

C₁₂H₁₄N₂O₃S

6-nitro-2(3H)-benzothiazolone

2,5-diaminothiophenol

1,1'-carbonyldiimidazole

Downstream raw materials:

6-({6-[(4-chlorophenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-1,3-benzothiazol-2(3H)-one

6-(1H-pyrazolo[3,4-d]pyrimidin-4-ylamino)-1,3-benzothiazol-2(3H)-one

C₂₁H₂₀FN₃O₃S

6-[4-(3,4-Dimethoxy-benzoyl)-piperazin-1-yl]-3H-benzothiazol-2-one

Refernces

• 1、 -. "Novel hydrazone derivatives comprising aryl or heteroaryl group substituted at terminal amine and use thereof". Paragraph 1692; 1694-1696. . Retrieved 2020/08/28.
• 2、 Lee, Nicholas R.,Bikovtseva, Agata A.,Cortes-Clerget, Margery,Gallou, Fabrice,Lipshutz, Bruce H.. "Carbonyl Iron Powder: A Reagent for Nitro Group Reductions under Aqueous Micellar Catalysis Conditions". supporting information. p. 6518 - 6521. Retrieved 2017/12/26.