N-(1-Adamantyl)urea

Base Information

• Chemical Name: N-(1-Adamantyl)urea
• CAS No.: 13072-69-0
• Molecular Formula: C11H18 N2 O
• Molecular Weight: 194.277
• Hs Code.: 29242998
• European Community (EC) Number: 235-965-9
• NSC Number: 114904
• DSSTox Substance ID: DTXSID60156693
• Nikkaji Number: J81.543H
• Wikidata: Q72436719
• Mol file: 13072-69-0.mol

Synonyms:13072-69-0;N-(1-Adamantyl)urea;1-Adamantylurea;1-(Adamantan-1-yl)urea;N-1-adamantylurea;Adamantan-1-yl-urea;1-(1-Adamantyl)urea;N-(1-Adamantyl)-urea;Urea, (1-adamantyl)-;EINECS 235-965-9;Urea, tricyclo(3.3.1.1(sup 3,7))dec-1-yl-;NSC 114904;BRN 2369043;(ADAMANTAN-1-YL)UREA;AI3-61386;N-Tricyclo(3.3.1.1'3,7)dec-1-ylurea;Tricyclo(3.3.1.1(3,7))dec-1-yl-urea;Tricyclo(3.3.1.1(sup 3,7))dec-1-ylurea;MFCD00074734;Urea, tricyclo(3.3.1.1(3,7))dec-1-yl-;adamantylurea;adamantyl urea;N1-Adamantylurea;NSC114904;N,N'-adamantyl urea;Urea,N-tricyclo[3.3.1.13,7]dec-1-yl-;SCHEMBL1149916;DTXSID60156693;HMS1755L21;GEO-00053;STL451517;[(3R,5S,7s)-adamantan-1-yl]urea;AKOS000199123;AKOS006345759;NSC-114904;LS-05005;LS-160763;1-tricyclo[3.3.1.1~3,7~]dec-1-ylurea;FT-0684014;EN300-17678;VU0489654-1;EN300-235713;Urea, tricyclo(3.3.1.1(3,7)-)dec-1-yl-;Z56983133;F1928-0019

Chemical Property of N-(1-Adamantyl)urea

Chemical Property:

• Vapor Pressure: 0.000639mmHg at 25°C
• Melting Point: 250 °C
• Refractive Index: 1.4720 (estimate)
• Boiling Point: 309.5°Cat760mmHg
• Flash Point: 141°C
• PSA: 55.12000
• Density: 1.17g/cm³
• LogP: 2.71470
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.141913202
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

98%,99%, ^*data from raw suppliers

Adamantan-1-yl-urea ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)NC(=O)N

Technology Process of N-(1-Adamantyl)urea

There total 10 articles about N-(1-Adamantyl)urea 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: 82.0%

1-adamanthanol (768-95-6) + urea (57-13-6) → 1-(carbamoylamino)adamantne (13072-69-0)

Guidance literature:

With trifluoroacetic acid; at 75 - 80 ℃; for 17h;

DOI:10.1055/s-1997-1304

Reference yield: 76.0%

N-(adamantan-1-yl)cyanamide (15784-82-4) → 1-(carbamoylamino)adamantne (13072-69-0)

Guidance literature:

With [OsCl₂(η⁶-p-cymene)(PMe₂OH)]; water; at 80 ℃; for 1h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1039/d0cy00523a

Reference yield: 71.0%

amantadine hydrochloride (665-66-7,13878-11-0) + urea (57-13-6) → 1-(carbamoylamino)adamantne (13072-69-0)

Guidance literature:

In water;

DOI:10.1135/cccc19921947

upstream raw materials:

adamantane

urea

amantadine hydrochloride

1-adamanthanol

Downstream raw materials:

amantadine hydrochloride

1-Adamantanamine

Refernces

• 1、 álvarez, Daniel,Cadierno, Victorio,Crochet, Pascale,González-Fernández, Rebeca,López, Ramón,Menéndez, M. Isabel. "Catalytic hydration of cyanamides with phosphinous acid-based ruthenium(ii) and osmium(ii) complexes: scope and mechanistic insights". . p. 4084 - 4098. Retrieved 2020/07/09.
• 2、 Wu, Fan,Alom, Nur-E,Ariyarathna, Jeewani P.,Na?, Johannes,Li, Wei. "Regioselective Formal [3+2] Cycloadditions of Urea Substrates with Activated and Unactivated Olefins for Intermolecular Olefin Aminooxygenation". supporting information. p. 11676 - 11680. Retrieved 2019/07/31.