Diethylenetriamine → HCID 178511345, compound

HRID 637587Notes

Reaction equation

HRID 637587 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH2:35][CH2:36][OH:37])[N:7]=[C:8]3[C:17]4[C:12](=[C:13]([O:26]CC5C=CC=CC=5)[CH:14]=[CH:15][C:16]=4[O:18]CC4C=CC=CC=4)[C:11](=[O:34])[C:10]=1[C:9]=23.[NH2:38][CH2:39][CH2:40][NH:41][CH2:42][CH2:43][NH2:44].C(=O)([O-])[O-].[K+].[K+]>N1C=CC=CC=1>[NH2:38][CH2:39][CH2:40][NH:41][CH2:42][CH2:43][NH:44][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH2:35][CH2:36][OH:37])[N:7]=[C:8]3[C:17]4[C:12](=[C:13]([OH:26])[CH:14]=[CH:15][C:16]=4[OH:18])[C:11](=[O:34])[C:10]=1[C:9]=23

Participants

5

Reactant 3

HCID 8111DiethylenetriamineHCID 11430Potassium CarbonateHCID 13558443HCID 13558443, compound

Product 1

HCID 178511345HCID 178511345, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 5.1 g (10 mmol) of 5-chloro-2-(2-hydroxyethyl)-7,10-bis(phenylmethoxy)anthra[1,9-cd]-pyrazol-6(2H)-one, 10 g (100 mmol) of diethylenetriamine, 1.4 g (10 mmol) of anhydrous potassium carbonate, and 60 ml of pyridine is heated at reflux for 28 hours. The mixture is cooled, the solids are collected by filtration then washed sequentially with water and 2-propanol to give 3.1 g of the product; mp 185°-190° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 28 hours
  3. temperatureThe mixture is cooled
  4. filtrationthe solids are collected by filtration
  5. washthen washed sequentially with water and 2-propanol

Sources & evidence

ORD record
ord-a4fbef49d21145a78228ee87416b4577
Source dataset
uspto-grants-1985_12
Patent number
US04556654

Reaction notes

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