2-IODO-PIVALOYLANILINE

Base Information

• Chemical Name: 2-IODO-PIVALOYLANILINE
• CAS No.: 170959-10-1
• Molecular Formula: C11H14INO
• Molecular Weight: 303.143
• Hs Code.: 2921490090
• Mol file: 170959-10-1.mol

Synonyms:N-Pivaloyl-2-iodoaniline;N-(2-iodophenyl)-N-methyl-3,4-methylenedioxybenzylamide;2-iodo-pivaloylaminobenzene;N-(2-iodophenyl)pivalamide;1,3-Benzodioxole-5-carboxamide,N-(2-iodophenyl)-N-methyl;N-(2-iodophenyl)-N-methyl-2,3-methylenedioxybenzamide;

Chemical Property of 2-IODO-PIVALOYLANILINE

Chemical Property:

• Vapor Pressure: 6.06E-06mmHg at 25°C
• Boiling Point: 379oC at 760 mmHg
• Flash Point: 183oC
• PSA: 29.10000
• Density: 1.561g/cm3
• LogP: 3.34880

Purity/Quality:

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

2-Iodo-pivaloylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-IODO-PIVALOYLANILINE

There total 3 articles about 2-IODO-PIVALOYLANILINE 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%

2-iodophenylamine (615-43-0) + pivaloyl chloride (3282-30-2) → 2-iodo-pivaloylaminobenzene (170959-10-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 50 ℃; for 12h;

DOI:10.1039/c1dt10433k

Reference yield: 80.0%

N,N-dimethylpivalamide (24331-71-3) + 2-iodophenylamine (615-43-0) → 2-iodo-pivaloylaminobenzene (170959-10-1)

Guidance literature:

With sulphuric acid immobilized on silica gel; In neat (no solvent); at 70 ℃; for 8h; Green chemistry;

DOI:10.1039/c4ra16571c

Reference yield: 73.0%

N-pivaloylaniline (6625-74-7) → 2-iodo-pivaloylaminobenzene (170959-10-1)

Guidance literature:

With N-iodo-succinimide; methanesulfonic acid; nickel(II) chloride hexahydrate; In water; at 20 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; regioselective reaction; Sealed tube; Microwave irradiation; Green chemistry;

DOI:10.1055/s-0040-1705972

upstream raw materials:

2-iodophenylamine

pivaloyl chloride

N-pivaloylaniline

N,N-dimethylpivalamide

Downstream raw materials:

(E)-3-(2-pivaloylaminophenyl)acrylic acid ethyl ester

Refernces

• 1、 Chaisan, Nattawadee,Ruengsangtongkul, Sureeporn,Tummatorn, Jumreang,Ruchirawat, Somsak,Chainok, Kittipong,Thongsornkleeb, Charnsak. "Dibrominative Spirocyclization of 2-Butynolyl Anilides: Synthesis of gem-Dibromospirocyclic Benzo[ d][1,3]oxazines and Their Application in the Synthesis of 4 H-Furo[3,2- b]indoles". . p. 4671 - 4698. Retrieved 2021/04/06.
• 2、 Kianmehr, Ebrahim,Afaridoun, Hadi. "Nickel(II)- And Silver(I)-Catalyzed C-H Bond Halogenation of Anilides and Carbamates". . p. 1513 - 1523. Retrieved 2020/12/14.