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Home > Encyclopedia > N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE

N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE

N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE structure

N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE 

structure
  • CAS No:

    3070-86-8

  • Formula:

    C16H16N2O3

  • Chemical Name:

    N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE

  • Synonyms:

    4,4"-diacetamidodiphenyl ether;Bis(p-acetylaminophenyl) ether;4,4"-Oxybisacetanilide;N,N"-(Oxydi-4,1-phenylene)bisacetamide;Acetamide, N,N"-(oxydi-4,1-phenylene)bis-;N-[4-(4-acetamidophenoxy)phenyl]acetamide;CCRIS 5690;NSC 19584;UNII-LT12J9ECA9

N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE Basic Attributes

284.31

284.11600

LT12J9ECA9

19584

DTXSID00184733

2924299090

Characteristics

67.4

2.3

1.256g/cm3

230-231ºC(lit.)

554.4°C at 760 mmHg

289.1ºC

1.637

Safety Information

3

Drug Information

4,4'-diacetamidodiphenyl ether

N,N'-(OXYDI-4,1-PHENYLENE)BISACETAMIDE Use and Manufacturing

Methods of Manufacturing

To a stirred acetone (50 ml) solution of 4, 4?-diaminodiphenyl ether (2) (5.0 g, 19.6 mmol) at 0 C, acetic anhydride (10.0 ml, 105.8 mmol) was added dropwise and reaction had been carried out for 3 h. The reaction was monitored by TLC. After stopping the reaction, triethylamine (25 ml, 179.4 mmol) was added dropwise, neutralizing the solution, to give a white solid, filtrated, washed with acetone, and dried to obtain the compound 3.To a stirred acetone (50 ml) solution of 4, 4?-diaminodiphenyl ether (2) (5.0 g, 19.6 mmol) at 0 C, acetic anhydride (10.0 ml, 105.8 mmol) was added dropwise and reaction had been carried out for 3 h. The reaction was monitored by TLC. After stopping the reaction, triethylamine (25 ml, 179.4 mmol) was added dropwise, neutralizing the solution, to give a white solid, filtrated, washed with acetone, and dried to obtain the compound 3. And then, the above obtained compound 3 (6.2 g, 16.6 mmol) was dissolved with acetic acid (50 ml) and stirred at 0 C for 10 minutes. Fuming nitric acid (8 ml, 171.7 mmol) was added dropwise to the above solution within 2 h. After that, the ice-bath was removed and the reaction mixture was further stirred at room temperature for 2 h. The mixture was poured into ice (100 ml), the resulting yellow solid (compound 4) was filtered, washed with water,

Uses

N,N'-(Oxydi-4,1-Phenylene)Bisacetamide is a chemical reagent used in the synthesis of photosensitive polymer compounds and optical application. It also is used in the preparation of benzimidazole derivatives displaying anti-tumor activity through apoptosis.

Computed Properties

Molecular Weight:284.31
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:284.11609238
Monoisotopic Mass:284.11609238
Topological Polar Surface Area:67.4
Heavy Atom Count:21
Complexity:323
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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