Hexamethylenetetramine → HCID 14819303, compound

HRID 1165124Notes

Reaction equation

HRID 1165124 reaction equation
[CH2:1]1[N:6]2[CH2:7][N:8]3[CH2:10][N:4]([CH2:5]2)[CH2:3][N:2]1[CH2:9]3.[Br:11][CH2:12][C:13]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)=[O:14]>C(Cl)(Cl)Cl>[Br-:11].[O:14]=[C:13]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)[CH2:12][N+:2]12[CH2:9][N:8]3[CH2:10][N:4]([CH2:5][N:6]([CH2:7]3)[CH2:1]1)[CH2:3]2

Participants

4

Reactant 2

HCID 4101HexamethylenetetramineHCID 27763722-Bromo-1-(thiophen-2-yl)ethan-1-one

Product 1

HCID 14819303HCID 14819303, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred mixture of 58.0 g (0.410 mole) of hexamethylenetetramine in 900 ml of chloroform was added 77.0 g (0.380 mole) of 2-bromo-1-thien-2-ylethanone. The mixture was stirred at room temperature for approximately 18 hours. A precipitate formed and was collected by filtration. The filter cake was washed with methylene chloride and was dried to yield 122.4 g of 1-(2-oxo-2-thien-2-ylethyl)-3,5,7-triaza-1-azoniatricyclo[3,3,1,13,7 ]decane bromide.

Workup

  1. customA precipitate formed
  2. filtrationwas collected by filtration
  3. washThe filter cake was washed with methylene chloride
  4. customwas dried

Sources & evidence

ORD record
ord-0a0ee2a155f94eb9b642ed2b47dcb7bf
Source dataset
uspto-grants-1990_03
Patent number
US04908357

Reaction notes

Loading…