Ethanol → HCID 20318957, compound

HRID 866955Notes

Reaction equation

HRID 866955 reaction equation
[NH2:1][C:2]1[C:13]([Br:14])=[CH:12][C:11]([C:15]#[N:16])=[CH:10][C:3]=1[CH2:4][N:5]([CH2:8][CH3:9])[CH2:6][CH3:7].C([OH:19])C.[OH-].[Na+]>O>[NH2:1][C:2]1[C:13]([Br:14])=[CH:12][C:11]([C:15](=[O:19])[NH2:16])=[CH:10][C:3]=1[CH2:4][N:5]([CH2:8][CH3:9])[CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 20319049HCID 20319049, compound

Product 1

HCID 20318957HCID 20318957, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

11 gm of 2-amino-3-bromo-5-cyano-N,N-diethyl-benzylamine were refluxed with a mixture of 70 ml of ethanol and 100 ml of 5 N sodium hydroxide. After cooling, the reaction solution was diluted with 100 ml of water and extracted with chloroform. The chloroform extract was dried over sodium sulfate and evaporated, and the residue was recrystallized from isopropanol, yielding 2-amino-3-bromo-5-carbamoyl-N,N-diethyl-benzylamine, m.p. 140°-142° C.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with chloroform
  3. extractionThe chloroform extract
  4. dry with materialwas dried over sodium sulfate
  5. customevaporated
  6. customthe residue was recrystallized from isopropanol

Sources & evidence

ORD record
ord-9554c1106afa4b298cc882cc1e2d30d3
Source dataset
uspto-grants-1978_07
Patent number
US04101671

Reaction notes

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