Hydrochloric Acid → HCID 178512508, compound

HRID 24792Notes

Reaction equation

HRID 24792 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:8]/[C:9](=[C:16]2\[C:17](=[O:25])[NH:18][C:19]3[C:24]\2=[CH:23][CH:22]=[CH:21][CH:20]=3)/[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][CH:7]=1.[N:26]#[C:27][NH2:28].Cl>C(O)C>[NH:1]([C:2]1[CH:3]=[C:4]([NH:8]/[C:9](=[C:16]2\[C:17](=[O:25])[NH:18][C:19]3[C:24]\2=[CH:23][CH:22]=[CH:21][CH:20]=3)/[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][CH:7]=1)[C:27]([NH2:28])=[NH:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 178507619HCID 178507619, compound

Product 1

HCID 178512508HCID 178512508, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.0 g (6.1 mmol) of (Z)-3-[1-(3-aminophenylamino)-1-phenyl-methylidene]-2-indolinone and 1.0 g (23.7 mmol) of cyanamide are dissolved in 100 ml of ethanol and 10 ml of ethereal hydrochloric acid and heated for 24 hours in a glass bomb at 80° C. The solvent is distilled off. Chromatography of the residue on silica gel (ethyl acetate/methanol/glacial acetic acid/water=17:3:5:5) yields the product.

Workup

  1. distillationThe solvent is distilled off
  2. customChromatography of the residue on silica gel (ethyl acetate/methanol/glacial acetic acid/water=17:3:5:5) yields the product

Sources & evidence

ORD record
ord-4d5fcfc7be3e4502bb764fe6c6f04eea
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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