Ammonia → HCID 178511358, compound

HRID 2057783Notes

Reaction equation

HRID 2057783 reaction equation
[NH3:1].Br[CH2:3][CH2:4][N:5]=[C:6]([OH:25])[C:7]1[C:8](=[CH:12][C:13](=[C:17]([CH:24]=1)[C:18](=[N:20][CH2:21][CH2:22]Br)[OH:19])[C:14]([OH:16])=[O:15])[C:9]([OH:11])=[O:10].C[N:27](C)C=O>>[NH2:1][CH2:3][CH2:4][N:5]=[C:6]([OH:25])[C:7]1[C:8](=[CH:12][C:13](=[C:17]([CH:24]=1)[C:18](=[N:20][CH2:21][CH2:22][NH2:27])[OH:19])[C:14]([OH:16])=[O:15])[C:9]([OH:11])=[O:10]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6228DimethylformamideHCID 178524512HCID 178524512, compound

Product 1

HCID 178511358HCID 178511358, compound

Procedure

To a stirred solution of liquid ammonia, 22 ml. (1.0 mole), in 200 ml. of dimethylformamide is added portionwise 4.3 g. (10 mmole) of N,N'-bis(2-bromoethyl) pyromellitic diimide. The mixture is stirred at room temperature for 48 hours. Excess ammonia is removed by concentration under reduced pressure without heating. The concentrate is diluted with several volumes of dilute aqueous sodium bicarbonate and cooled. The insolubles are collected, rinsed with water, cold methanol and ethyl ether furnishing N,N'-bis(2-aminoethyl)pyromellitic diimide.

Workup

  1. customExcess ammonia is removed by concentration under reduced pressure
  2. temperaturewithout heating
  3. additionThe concentrate is diluted with several volumes of dilute aqueous sodium bicarbonate
  4. temperaturecooled
  5. customThe insolubles are collected
  6. washrinsed with water, cold methanol and ethyl ether

Sources & evidence

ORD record
ord-f58b82ee93a04d26ae07760d9ceb1270
Source dataset
uspto-grants-1980_07
Patent number
US04212880

Reaction notes

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