3-formyl-1H-indole-4-carbonitrile

Base Information

• Chemical Name: 3-formyl-1H-indole-4-carbonitrile
• CAS No.: 53269-35-5
• Molecular Formula: C10H6N2O
• Molecular Weight: 170.17
• Hs Code.: 2933990090
• European Community (EC) Number: 842-507-7
• Mol file: 53269-35-5.mol

Synonyms:3-formyl-1H-indole-4-carbonitrile;53269-35-5;4-Cyanoindole-3-carboxaldehyde;SCHEMBL11761255;MFCD06657154;AKOS006230134;VS-09908;CS-0112929;EN300-346042;F20071;Z1198169325

Chemical Property of 3-formyl-1H-indole-4-carbonitrile

Chemical Property:

• PSA: 56.65000
• LogP: 1.85208
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.048012819
• Heavy Atom Count: 13
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

3-Formyl-1H-indole-4-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1)NC=C2C=O)C#N

Technology Process of 3-formyl-1H-indole-4-carbonitrile

There total 6 articles about 3-formyl-1H-indole-4-carbonitrile 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: 88.0%

4-cyanoindole (16136-52-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-formyl-1H-indole-4-carbonitrile (53269-35-5)

Guidance literature:

N,N-dimethyl-formamide; With oxalyl dichloride; at 0 ℃; for 1h;

4-cyanoindole; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

With sodium hydroxide; In N,N-dimethyl-formamide; at 100 ℃; for 0.166667h;

DOI:10.1016/j.ejmech.2013.04.057

Reference yield: 72.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + copper(l) cyanide → 3-formyl-1H-indole-4-carbonitrile (53269-35-5)

Guidance literature:

Indole-3-carboxaldehyde; With trifluoroacetic acid; thallium(III) trifluoroacetate; In N,N-dimethyl-formamide; at 20 ℃; for 22.5h;

With copper(l) iodide; iodine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

copper(l) cyanide; In N,N-dimethyl-formamide; at 64 - 71 ℃; for 1h; Sonication;

DOI:10.3987/COM-13-S(S)74

Reference yield: 70.0%

4-iodo-indole-3-carboxaldehyde (72527-73-2) + copper(I) cyanide (544-92-3) → 3-formyl-1H-indole-4-carbonitrile (53269-35-5)

Guidance literature:

In N,N-dimethyl-formamide; at 110 ℃; for 4h;

DOI:10.1248/cpb.36.1162

upstream raw materials:

4-cyanoindole

N-methyl-N-phenylformamide

4-iodo-indole-3-carboxaldehyde

copper(I) cyanide

Downstream raw materials:

3-formyl-1-(4-toluenesulfonyl)-1H-indole-4-carbonitrile

RU 27849

4-(N-phenylacetylamino)-1,3,4,5-tetrahydrobenz[cd]indole

4-cyanoindole