Acetic Acid → HCID 14346270, compound

HRID 1490011Notes

Reaction equation

HRID 1490011 reaction equation
[OH:1][C:2]1[CH:58]=[CH:57][C:5]([CH2:6][CH:7]2[CH2:16][N:15](S(C3C=CC(C)=CC=3)(=O)=O)[CH2:14][CH2:13][N:12](S(C3C=CC(C)=CC=3)(=O)=O)[CH2:11][CH2:10][N:9](S(C3C=CC(C)=CC=3)(=O)=O)[N:8]2S(C2C=CC(C)=CC=2)(=O)=O)=[CH:4][CH:3]=1.[BrH:59].[C:60](O)(=O)[CH3:61]>C(OCC)C>[BrH:59].[BrH:59].[BrH:59].[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:16][NH:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10][NH:9][CH2:61][CH2:60][NH:8]2)=[CH:57][CH:58]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 21480281HCID 21480281, compound

Product 1

HCID 14346270HCID 14346270, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

12.0 g (12.7 mmol) of 2-(4-hydroxybenzyl)-1,4,7,10-tetra-tosyl-1,4,7,10-tetraazacyclodecane is heated in 50 ml of glacial acetic acid with 33% of hydrogen bromide for four hours to 100° C. It is poured into 300 ml of diethyl ether, suctioned off and resuspended twice in 300 ml of diethyl ether each. All operations are performed under nitrogen protective atmosphere. After drying in a vacuum, 5.16 g (78% of theory) is present of colorless crystals, which melt with decomposition at 115°-117° C.

Workup

  1. customAfter drying in a vacuum, 5.16 g (78% of theory)
  2. custommelt with decomposition at 115°-117° C.

Sources & evidence

ORD record
ord-c0be66b3d4bf4898a4ec9425ef6e2b7a
Source dataset
uspto-grants-1997_10
Patent number
US05681543

Reaction notes

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