Ethylenediamine → HCID 22318914, compound

HRID 497314Notes

Reaction equation

HRID 497314 reaction equation
CO[C:3](=[NH:35])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20](=[O:34])(=[O:33])[NH:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([S:29](=[O:32])(=[O:31])[NH2:30])=[CH:25][CH:24]=3)=[CH:16][CH:15]=2)=[O:12])[CH:5]=1.[CH2:36](N)[CH2:37][NH2:38]>C(O)C>[NH:38]1[CH2:37][CH2:36][N:35]=[C:3]1[C:4]1[CH:5]=[C:6]([NH:10][C:11](=[O:12])[NH:13][C:14]2[CH:15]=[CH:16][C:17]([S:20]([NH:21][CH2:22][C:23]3[CH:24]=[CH:25][C:26]([S:29](=[O:31])(=[O:32])[NH2:30])=[CH:27][CH:28]=3)(=[O:33])=[O:34])=[CH:18][CH:19]=2)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 69731937HCID 69731937, compound

Product 1

HCID 22318914HCID 22318914, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-{3-[4-(4-Sulfamoylbenzylsulfamoyl)-phenyl]-ureido}-benzimidic acid methyl ester (130 mg, 1 eq.) was suspended in anhydrous ethanol (10 ml), ethylenediamine (0.1 ml, 5.7 eq.) was added and the mixture was refluxed for 16 h. The precipitate was filtered off, washed with diethylether and dried in vacuo. Yield: 60 mg (45%) of 4-{3-[4-(4,5-dihydro-1H-imidazol-2-yl)-phenyl]-ureido}-N-(4-sulfamoylbenzyl)-benzenesulfonamide.

Workup

  1. temperaturethe mixture was refluxed for 16 h
  2. filtrationThe precipitate was filtered off
  3. washwashed with diethylether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-67b8b21d4cc847c2ad72abd14bedfb30
Source dataset
uspto-grants-2005_09
Patent number
US06949567B2

Reaction notes

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