1-ADAMANTYLCYANAMIDE

Base Information

• Chemical Name: 1-ADAMANTYLCYANAMIDE
• CAS No.: 15784-82-4
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.261
• Mol file: 15784-82-4.mol

Synonyms:N-(adamantan-1-yl)cyanamide

Chemical Property of 1-ADAMANTYLCYANAMIDE

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

1-Adamantylcyanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-ADAMANTYLCYANAMIDE

There total 10 articles about 1-ADAMANTYLCYANAMIDE 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: 90.0%

1-((3s,5s,7s)-adamantan-1-yl)-1H-tetrazole (50987-38-7) → N-(adamantan-1-yl)cyanamide (15784-82-4)

Guidance literature:

1-((3s,5s,7s)-adamantan-1-yl)-1H-tetrazole; With potassium tert-butylate; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;

With water; In tetrahydrofuran; diethyl ether; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03085

Reference yield: 85.0%

1-adamantyl isocyanide (22110-53-8) → N-(adamantan-1-yl)cyanamide (15784-82-4)

Guidance literature:

With trimethylsilylazide; [Au(MeCN)(PPh₃)][SbF₆]; In methanol; dichloromethane; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201803252

Reference yield: 66.0%

bromocyane (506-68-3) + 1-Adamantanamine (768-94-5) → N-(adamantan-1-yl)cyanamide (15784-82-4)

Guidance literature:

In diethyl ether; at 6 - 20 ℃; for 2h;

DOI:10.1007/s11094-021-02343-x

upstream raw materials:

bromocyane

1-Adamantanamine

N-(1-adamantyl)formamide

1-adamantyl isocyanide

Downstream raw materials:

N-(2-methylphenyl)-N'-(adamantan-1-yl)guanidine

N-Adamantan-1-yl-N'-(4-fluoro-phenyl)-guanidine

N-Adamantan-1-yl-N'-(4-hydroxy-2-methyl-phenyl)-guanidine

N-Adamantan-1-yl-N'-(2-methoxy-phenyl)-guanidine

Refernces

• 1、 Duchamp, Edouard,Hanessian, Stephen. "Cyanide-Free Synthesis of Air Stable N-Substituted Li and K Cyanamide Salts from Tetrazoles. Applications toward the Synthesis of Primary and Secondary Cyanamides as Precursors to Amidines". . p. 8487 - 8491. Retrieved 2020/11/12.
• 2、 -. "SUBSTITUTED GUANIDINES HAVING HIGH BINDING TO THE SIGMA RECEPTOR AND THE USE THEREOF". . . Retrieved 2008/06/13.