N-(1-(2-(Aminocarbothioyl)carbohydrazonoyl)-4-isoquinolinyl)-N-ethylacetamide

Base Information

• Chemical Name: N-(1-(2-(Aminocarbothioyl)carbohydrazonoyl)-4-isoquinolinyl)-N-ethylacetamide
• CAS No.: 171880-49-2
• Molecular Formula: C₁₅H₁₇N₅OS
• Molecular Weight: 315.399
• NSC Number: 687305
• ChEMBL ID: CHEMBL1972328
• Mol file: 171880-49-2.mol

Synonyms:UNII-NZ8UWS69YP;NSC687305;NZ8UWS69YP;NSC 687305;MLS002702369;171880-49-2;N-(1-(2-(Aminocarbothioyl)carbohydrazonoyl)-4-isoquinolinyl)-N-ethylacetamide;NSC-687305;SMR001565931;CHEMBL1972328;BDBM87378;cid_3005256;4-(N-acetyl-N-ethylamino)isoquinoline-1-carboxaldehyde thiosemicarbazone;N-[1-[(E)-(carbamothioylhydrazono)methyl]-4-isoquinolyl]-N-ethyl-acetamide;N-ethyl-N-[1-[(thiocarbamoylhydrazono)methyl]-4-isoquinolyl]acetamide;N-[1-[(carbamothioylhydrazinylidene)methyl]-4-isoquinolinyl]-N-ethylacetamide;N-[1-[(carbamothioylhydrazinylidene)methyl]isoquinolin-4-yl]-N-ethyl-ethanamide;N-[1-[(carbamothioylhydrazinylidene)methyl]isoquinolin-4-yl]-N-ethylacetamide

Chemical Property of N-(1-(2-(Aminocarbothioyl)carbohydrazonoyl)-4-isoquinolinyl)-N-ethylacetamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 542.1°Cat760mmHg
• Flash Point: 281.7°C
• Density: 1.29g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 315.11538136
• Heavy Atom Count: 22
• Complexity: 442

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(C1=CN=C(C2=CC=CC=C21)C=NNC(=S)N)C(=O)C
• Isomeric SMILES: CCN(C1=CN=C(C2=CC=CC=C21)/C=N/NC(=S)N)C(=O)C

Technology Process of N-(1-(2-(Aminocarbothioyl)carbohydrazonoyl)-4-isoquinolinyl)-N-ethylacetamide

There total 7 articles about N-(1-(2-(Aminocarbothioyl)carbohydrazonoyl)-4-isoquinolinyl)-N-ethylacetamide 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:

thiosemicarbazide (79-19-6) + 4-(N-acetyl-N-ethylamino)isoquinoline-1-carboxaldehyde (171880-46-9) → 4-(N-acetyl-N-ethylamino)isoquinoline-1-carboxaldehyde thiosemicarbazone (171880-49-2)

Guidance literature:

With acetic acid; In ethanol; at 20 ℃; for 2h;

DOI:10.1021/jm00021a012

Reference yield:

4-bromoisoquinoline (1532-97-4) → 4-(N-acetyl-N-ethylamino)isoquinoline-1-carboxaldehyde thiosemicarbazone (171880-49-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 93 percent / 30percent aq. H₂O₂, glacial AcOH / 30 h / 65 - 70 °C

2: 60 percent / pyridine, Ac₂O / CH₂Cl₂ / 36 h / 0 - 20 °C

3: 90 percent / 35percent aq. H₂SO₄ / 48 h / Heating

4: CuSO₄*5H₂O / 24 h / 160 - 165 °C

5: pyridine / 50 - 55 °C

6: 88 percent / SeO₂ / dioxane / 3 h / Heating

7: AcOH / ethanol / 2 h / 20 °C

With pyridine; selenium(IV) oxide; sulfuric acid; dihydrogen peroxide; acetic anhydride; copper(II) sulfate; acetic acid; In 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1021/jm00021a012

Reference yield:

4-bromoisoquinoline N-oxide (3749-21-1) → 4-(N-acetyl-N-ethylamino)isoquinoline-1-carboxaldehyde thiosemicarbazone (171880-49-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 60 percent / pyridine, Ac₂O / CH₂Cl₂ / 36 h / 0 - 20 °C

2: 90 percent / 35percent aq. H₂SO₄ / 48 h / Heating

3: CuSO₄*5H₂O / 24 h / 160 - 165 °C

4: pyridine / 50 - 55 °C

5: 88 percent / SeO₂ / dioxane / 3 h / Heating

6: AcOH / ethanol / 2 h / 20 °C

With pyridine; selenium(IV) oxide; sulfuric acid; acetic anhydride; copper(II) sulfate; acetic acid; In 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1021/jm00021a012

upstream raw materials:

thiosemicarbazide

4-(N-acetyl-N-ethylamino)isoquinoline-1-carboxaldehyde

4-bromoisoquinoline

4-bromoisoquinoline N-oxide