Hexamethylenetetramine → HCID 15085987, compound

HRID 1073262Notes

Reaction equation

HRID 1073262 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[CH:7][CH:6]=1)=[O:4].[CH2:18]1[N:23]2[CH2:24][N:25]3[CH2:27][N:21]([CH2:22]2)[CH2:20][N:19]1[CH2:26]3>C1(C)C=CC=CC=1>[Br-:1].[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[CH2:2][N+:19]23[CH2:20][N:21]4[CH2:27][N:25]([CH2:24][N:23]([CH2:22]4)[CH2:18]2)[CH2:26]3)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 4101HexamethylenetetramineHCID 21978426HCID 21978426, compound

Product 1

HCID 15085987HCID 15085987, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

To a stirred solution of 34.8 g of 2-bromo-1-(2'-fluoro[1,1'-biphenyl]-4-yl)ethanone in 1600 ml of toluene was added 17.34 g of hexamethylenetetramine. The mixture was stirred at 60° C. for 4 hours and then cooled. The resulting solid was collected, washed with toluene and ether and dried, giving 48.7 g of 1-[2-(2'-fluoro[1,1'-biphenyl]-4-yl)-2-oxoethyl]-3,5,7-triaza-1-azoniatricyclo[3.3.1. 13,7 ]decane bromide as a white solid mp 174°-178° C.

Workup

  1. temperaturecooled
  2. customThe resulting solid was collected
  3. washwashed with toluene and ether
  4. customdried

Sources & evidence

ORD record
ord-c65549ccc0a54d62a04a69144c9998a8
Source dataset
uspto-grants-1990_11
Patent number
US04968702

Reaction notes

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