N-(1,3-benzothiazol-2-ylcarbamothioyl)-3,4,5-trimethoxybenzamide

Base Information

• Chemical Name: N-(1,3-benzothiazol-2-ylcarbamothioyl)-3,4,5-trimethoxybenzamide
• CAS No.: 6396-53-8
• Molecular Formula: C10H11 Cl O
• Molecular Weight: 403.4753
• DSSTox Substance ID: DTXSID50360722
• Wikidata: Q82142603
• Mol file: 6396-53-8.mol

Synonyms:6396-53-8;BAS 02819139;DTXSID50360722;AKOS000619201

Chemical Property of N-(1,3-benzothiazol-2-ylcarbamothioyl)-3,4,5-trimethoxybenzamide

Chemical Property:

• Density: 1.403g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 403.06604838
• Heavy Atom Count: 27
• Complexity: 525

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C(=O)NC(=S)NC2=NC3=CC=CC=C3S2

Technology Process of N-(1,3-benzothiazol-2-ylcarbamothioyl)-3,4,5-trimethoxybenzamide

There total 4 articles about N-(1,3-benzothiazol-2-ylcarbamothioyl)-3,4,5-trimethoxybenzamide 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: 39.0%

3-chloro-4-methoxy-benzaldehyde (4903-09-7) + ethyltriphenylphosphonium bromide (1530-32-1) → (Z)-2-chloro-4-(1'-propenyl)anisole (6396-53-8) + (E)-2-chloro-4-(1'-propenyl)anisole

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; hexane; toluene; at 20 ℃; for 12h;

DOI:10.1271/bbb.66.697

Reference yield:

3-chloro-4-methoxybenzyl alcohol (14503-45-8) → (Z)-2-chloro-4-(1'-propenyl)anisole (6396-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / PCC; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

2: 39 percent / NaHMDS / hexane; toluene; tetrahydrofuran / 12 h / 20 °C

With 4 A molecular sieve; sodium hexamethyldisilazane; pyridinium chlorochromate; In tetrahydrofuran; hexane; dichloromethane; toluene; 2: Wittig reaction;

DOI:10.1271/bbb.66.697

Reference yield:

methyl 3-chloro-p-anisate (37908-98-8) → (Z)-2-chloro-4-(1'-propenyl)anisole (6396-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / LiAlH₄ / diethyl ether / 1 h / 20 °C

2: 99 percent / PCC; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

3: 39 percent / NaHMDS / hexane; toluene; tetrahydrofuran / 12 h / 20 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; sodium hexamethyldisilazane; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; 3: Wittig reaction;

DOI:10.1271/bbb.66.697

upstream raw materials:

3-chloro-4-methoxy-benzaldehyde

ethyltriphenylphosphonium bromide

3-chloro-4-methoxybenzyl alcohol

methyl 3-chloro-p-anisate

Downstream raw materials:

(+/-)-(1R,2S)-1-(3'-chloro-4'-methoxyphenyl)-1,2-propanediol

(1S,2R)-1-(3'-chloro-4'-methoxyphenyl)-1,2-propanediol

(1R,2S)-1-(3'-chloro-4'-methoxyphenyl)-1,2-propanediol

Refernces