N,N'-(1,4-Phenylenedicarbonyl)diglycine

Base Information

• Chemical Name: N,N'-(1,4-Phenylenedicarbonyl)diglycine
• CAS No.: 22578-94-5
• Molecular Formula: C12H12 N2 O6
• Molecular Weight: 280.237
• Hs Code.: 2934999090
• European Community (EC) Number: 245-099-3
• NSC Number: 141191
• DSSTox Substance ID: DTXSID20177102
• Nikkaji Number: J286.248D
• Wikidata: Q83047410
• Mol file: 22578-94-5.mol

Synonyms:22578-94-5;2-[[4-(carboxymethylcarbamoyl)benzoyl]amino]acetic acid;N,N'-(1,4-Phenylenedicarbonyl)diglycine;[(4-{[(carboxymethyl)amino]carbonyl}benzoyl)amino]acetic acid;2-({4-[(carboxymethyl)carbamoyl]phenyl}formamido)acetic acid;EINECS 245-099-3;NSC141191;N,N'-terephthaloyldiglycine;N,N'-Terephthaloylbisglycine;Oprea1_141722;SCHEMBL11107537;DTXSID20177102;Thyl3-(chlorosulfonyl)isonicotinate;BBL100310;MFCD00044039;STK947382;AKOS000266840;NSC 141191;NSC-141191;MS-20536;EN300-08115;2,2'-(Terephthaloylbis(azanediyl))diaceticacid;2,2'-(Terephthaloylbis(azanediyl))diacetic acid;SR-01000041088;SR-01000041088-1;Z56899115;2,2'-[benzene-1,4-diylbis(carbonylimino)]diacetic acid (non-preferred name)

Chemical Property of N,N'-(1,4-Phenylenedicarbonyl)diglycine

Chemical Property:

• Boiling Point: 725.4°Cat760mmHg
• Flash Point: 392.5°C
• PSA: 132.80000
• Density: 1.456g/cm³
• LogP: 0.09720
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 280.06953611
• Heavy Atom Count: 20
• Complexity: 363

Purity/Quality:

99% ^*data from raw suppliers

[(4-([(CARBOXYMETHYL)AMINO]CARBONYL)BENZOYL)AMINO]ACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NCC(=O)O)C(=O)NCC(=O)O

Technology Process of N,N'-(1,4-Phenylenedicarbonyl)diglycine

There total 8 articles about N,N'-(1,4-Phenylenedicarbonyl)diglycine 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: 93.0%

N,N'-bi(methoxycarbonylmethyl)terphthalamide (47233-57-8) → 2,2'-(terephthaloylbis(azanediyl))diacetic acid (22578-94-5)

Guidance literature:

With sodium hydroxide; In methanol; at 0 ℃; for 3h;

Reference yield:

terephthaloyl chloride (100-20-9) → 2,2'-(terephthaloylbis(azanediyl))diacetic acid (22578-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CHCl₃ / 2 h / 20 °C

2: 2.7 g / KOH / methanol / 48 h / 20 °C

With potassium hydroxide; triethylamine; In methanol; chloroform;

DOI:10.1039/b502788h

Reference yield:

terephthaloyl chloride (100-20-9) → 2,2'-(terephthaloylbis(azanediyl))diacetic acid (22578-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / NaHCO₃ / CH₂Cl₂; dimethylformamide / 1.) 0 deg C, 3 h, 2.) RT, 12 h

2: 93 percent / aq. NaOH / methanol / 3 h / 0 °C

With sodium hydroxide; sodium hydrogencarbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

terephthaloyl chloride

glycine

N,N'-bi(methoxycarbonylmethyl)terphthalamide

Downstream raw materials:

2,2'-p-phenylenebis<5(4H)-oxazolone>

Refernces

• 1、 Ashton, Peter R.,Boyd, Sue E.,Brown, Christopher L.,Jayaraman, Narayanaswamy,Nepogodiev, Sergey A.,Stoddart, J. Fraser. "A Convergent Synthesis of Carbohydrate-Containing Dendimers". . p. 1115 - 1128. Retrieved 2007/10/03.