Water → HCID 22902936, compound

HRID 1488889Notes

Reaction equation

HRID 1488889 reaction equation
[C:1]1(=[O:29])[N:5]([NH:6][CH2:7][CH2:8][NH:9][CH2:10][CH2:11][NH:12][N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[C:4](=[O:24])[C:3]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:2]12.C(=O)([O-])[O-].[K+].[K+].[CH2:36](Br)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.O>CN(C)C=O.ClCCCl>[C:17]1(=[O:18])[N:13]([NH:12][CH2:11][CH2:10][N:9]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH2:8][CH2:7][NH:6][N:5]2[C:4](=[O:24])[C:3]3=[CH:25][CH:26]=[CH:27][CH:28]=[C:2]3[C:1]2=[O:29])[C:14](=[O:23])[C:15]2=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]12

Participants

7

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 22902939HCID 22902939, compound

Product 1

HCID 22902936HCID 22902936, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

36.34 g (100 mmol) of 1,7-bis(phthalimido)-1,4,7-triazaheptane [produced according to J. Org. Chem. USSR, 23:3302 (1987)] is dissolved in 500 ml of dimethylformamide. Then, 16.6 g (120 mmol) of potassium carbonate as well as 20.53 g (120 mmol) of benzyl bromide are added to it and stirred overnight at 25° C. It is poured in ice water, the precipitated product is suctioned off, rewashed with water, taken up in 1,2-dichloroethane, dried on sodium sulfate and evaporated to dryness in a vacuum. The title compound is obtained as solid.

Workup

  1. customdried on sodium sulfate
  2. customevaporated to dryness in a vacuum

Sources & evidence

ORD record
ord-8424ed4aec5b4535b3f0b93443da6a42
Source dataset
uspto-grants-1997_10
Patent number
US05676926

Reaction notes

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