Oxydiacetyl dichloride → N,N'-Bis-(3-trifluoromethyl-4-nitrophenyl)diglycolamide

HRID 1155147

Reaction equation

HRID 1155147 reaction equation
[C:1](Cl)(=[O:8])[CH2:2][O:3][CH2:4][C:5](Cl)=[O:6].[F:10][C:11]([F:23])([F:22])[C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][C:18]=1[N+:19]([O-:21])=[O:20])[NH2:15]>C1C=CC=CC=1>[F:10][C:11]([F:22])([F:23])[C:12]1[CH:13]=[C:14]([NH:15][C:1](=[O:8])[CH2:2][O:3][CH2:4][C:5]([NH:15][C:14]2[CH:16]=[CH:17][C:18]([N+:19]([O-:21])=[O:20])=[C:12]([C:11]([F:10])([F:22])[F:23])[CH:13]=2)=[O:6])[CH:16]=[CH:17][C:18]=1[N+:19]([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 88769Oxydiacetyl dichlorideHCID 949554-Nitro-3-(trifluoromethyl)aniline

Product 1

HCID 12790638N,N'-Bis-(3-trifluoromethyl-4-nitrophenyl)diglycolamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Reflux a mixture of 11.97 g (0.07 mole) of diglycolic acid dichloride and 28.84 g (0.14 mole) of 3-trifluoromethyl-4-nitroaniline in 250 ml of benzene for 1 hour. Isolate the solid product of this example by filtration and obtain analytically pure material by recrystallization from benzene-methanol followed by crystallizatin from pure methanol, mp 137°-138° C.

Workup

  1. temperatureReflux
  2. customIsolate the solid product of this example
  3. filtrationby filtration
  4. customobtain analytically pure material
  5. customby recrystallization from benzene-methanol

Sources & evidence

ORD record
ord-722f8a147e1741a69d0d0193a3f7fb08
Source dataset
uspto-grants-1981_11
Patent number
US04299845

Linked notes

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