Dimethyl iminodiacetate hydrochloride

Base Information

• Chemical Name: Dimethyl iminodiacetate hydrochloride
• CAS No.: 39987-25-2
• Molecular Formula: C₆H₁₁NO₄*ClH
• Molecular Weight: 197.619
• European Community (EC) Number: 628-999-4
• NSC Number: 243632
• DSSTox Substance ID: DTXSID40369461
• Mol file: 39987-25-2.mol

Synonyms:39987-25-2;Dimethyl iminodiacetate hydrochloride;Dimethyl 2,2'-azanediyldiacetate hydrochloride;Glycine, N-(2-methoxy-2-oxoethyl)-, methyl ester, hydrochloride;methyl 2-[(2-methoxy-2-oxoethyl)amino]acetate;hydrochloride;iminodiacetic acid dimethyl ester hydrochloride;methyl 2-[(2-methoxy-2-oxoethyl)amino]acetate hydrochloride;SCHEMBL112927;DIMETHYL IMINODIACETATE HCl;DTXSID40369461;IIWYYIACSUPJCN-UHFFFAOYSA-N;AMY10184;CCG-49510;MFCD00216724;NSC243632;AKOS000442211;NSC-243632;BP-21386;DS-17389;Iminodiacetic dimethyl ester hydrochloride;Dimethyl2,2'-azanediyldiacetatehydrochloride;CS-0128929;D5385;DIMETHYL 2,2'-AZANEDIYLDIACETATE HCL;FT-0639597;EN300-67089;iminodiacetic acid dimethyl ester-hydrochloride;O11724;Dimethyl iminodiacetate hydrochloride, >=98.0%;iminodiacetic acid dimethylester hydrochloride salt;SR-01000638960-1;Z1245635736;Dimethyl 2,2'-azanediyldiacetate--hydrogen chloride (1/1)

Chemical Property of Dimethyl iminodiacetate hydrochloride

Chemical Property:

• Vapor Pressure: 0.194mmHg at 25°C
• Melting Point: ~170 °C (dec.)
• Boiling Point: 210.3 °C at 760 mmHg
• Flash Point: 81 °C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 197.0454856
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

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

Dimethyl iminodiacetate hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CNCC(=O)OC.Cl

Technology Process of Dimethyl iminodiacetate hydrochloride

There total 2 articles about Dimethyl iminodiacetate hydrochloride 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: 99.0%

methanol (67-56-1) + iminodiacetic acid (142-73-4) → dimethyl iminodiacetate hydrochloride (39987-25-2,62491-02-5)

Guidance literature:

With thionyl chloride; at -10 - 20 ℃;

DOI:10.1016/j.bmcl.2019.06.017

Reference yield:

methanol (67-56-1) + iminodiacetonitrile (628-87-5) → dimethyl iminodiacetate hydrochloride (39987-25-2,62491-02-5)

Guidance literature:

With hydrogenchloride;

Reference yield: 97.0%

1-phenylprop-2-ynyl acetate (16169-88-3,84681-19-6,116119-86-9,116182-55-9) + dimethyl iminodiacetate hydrochloride (39987-25-2,62491-02-5) → (R)-dimethyl 2,2'-((1-phenylprop-2-yn-1-yl)azanediyl)diacetate

Guidance literature:

With tetrakis(acetonitrile)copper(I) hexafluorophosphate; C₃₂H₂₇N₂P; N-ethyl-N,N-diisopropylamine; In methanol; at -20 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; enantioselective reaction; Inert atmosphere;

DOI:10.1039/d1cc00663k

upstream raw materials:

methanol

iminodiacetonitrile

iminodiacetic acid

Downstream raw materials:

Boc-Phe-Phe-N(CH₂CO₂Me)2

dimethyl 2,2'-(acetylazanediyl)diacetate

[((S)-2-Acetylamino-4-oxo-4-phenyl-butyryl)-methoxycarbonylmethyl-amino]-acetic acid methyl ester

(4-methyloxycarbonylmethyl)piperazine-2,6-dione

Refernces

• 1、 Li, Guangzhe,Shao, Yujie,Pan, Yue,Li, Yueqing,Wang, Yang,Wang, Liu,Wang, Xu,Shao, Kun,Wang, Shisheng,Liu, Naixuan,Zhang, Jingdong,Zhao, Weijie,Nakamura, Hiroyuki. "Total synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy". supporting information. . Retrieved 2021/09/04.
• 2、 -. "Total synthesis and application of natural product of 7-hydroxy novel lamellarin A and analogues of natural product of 7-hydroxy novel lamellarin A". Paragraph 0060-0062. . Retrieved 2019/11/12.