2-Benzyliden-1-(3-aminoindol)-2-carbohydrazide

Base Information

• Chemical Name: 2-Benzyliden-1-(3-aminoindol)-2-carbohydrazide
• CAS No.: 135086-99-6
• Molecular Formula: C16H14 N4 O
• Molecular Weight: 278.31
• DSSTox Substance ID: DTXSID601030515
• Mol file: 135086-99-6.mol

Synonyms:2-BAICH;2-benzyliden-1-(3-aminoindol)-2-carbohydrazide

Chemical Property of 2-Benzyliden-1-(3-aminoindol)-2-carbohydrazide

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 12.94±0.46(Predicted)
• Flash Point: °C
• PSA: 86.76000
• Density: 1.3g/cm³
• LogP: 3.67000
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 278.11676108
• Heavy Atom Count: 21
• Complexity: 392

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NNC(=O)C2=C(C3=CC=CC=C3N2)N
• Isomeric SMILES: C1=CC=C(C=C1)/C=N/NC(=O)C2=C(C3=CC=CC=C3N2)N

Technology Process of 2-Benzyliden-1-(3-aminoindol)-2-carbohydrazide

There total 2 articles about 2-Benzyliden-1-(3-aminoindol)-2-carbohydrazide 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: 80.0%

benzaldehyde (100-52-7) + 3-Aminoindole-2-carbohydrazide (110963-29-6) → 2-Benzylidene-1-(3-aminoindole)-2-carbohydrazine (135086-99-6)

Guidance literature:

In ethanol; for 0.166667h; Heating;

DOI:10.1002/jhet.5570280304 DOI:10.1002/ardp.19923250712

Reference yield:

ethyl 3-amino-1H-indole-2-carboxylate (87223-77-6) → 2-Benzylidene-1-(3-aminoindole)-2-carbohydrazine (135086-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / hydrazine hydrate / 4 h / Heating

2: 80 percent / ethanol / 0.17 h / Heating

With hydrazine hydrate; In ethanol;

DOI:10.1002/ardp.19923250712

Reference yield: 81.0%

2-Benzylidene-1-(3-aminoindole)-2-carbohydrazine (135086-99-6) → 3-Benzylideneamino-5H-1,2,3-triazino<5,4-b>indol-4-one (135086-92-9)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; for 15h; Ambient temperature;

DOI:10.1002/jhet.5570280304

upstream raw materials:

benzaldehyde

3-Aminoindole-2-carbohydrazide

ethyl 3-amino-1H-indole-2-carboxylate

Downstream raw materials:

3-Benzylideneamino-5H-1,2,3-triazino<5,4-b>indol-4-one

Refernces

• 1、 Fernandez-Alvarez Monge,Aldane,Arraras. "Synthesis of 3-amino-5H-1,2,3-triazino[5,4-b]indol-4-one. New compounds with blood platelet antiaggregation activity". . p. 557 - 560. Retrieved 2007/10/02.