Hydrochloric Acid → HCID 21844903, compound

HRID 618934Notes

Reaction equation

HRID 618934 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([NH:18][C:19]([NH:21][C:22]2[CH:27]=[C:26]([C:28]([NH:30][CH2:31][CH:32]([OH:35])[CH2:33][OH:34])=[O:29])[CH:25]=[C:24]([N+:36]([O-])=O)[CH:23]=2)=[O:20])[CH:7]=[C:8]([C:10]([NH:12][CH2:13][CH:14]([OH:17])[CH2:15][OH:16])=[O:11])[CH:9]=1)([O-])=O.Cl>CO.O.[Pd]>[NH2:36][C:24]1[CH:23]=[C:22]([NH:21][C:19]([NH:18][C:6]2[CH:7]=[C:8]([C:10]([NH:12][CH2:13][CH:14]([OH:17])[CH2:15][OH:16])=[O:11])[CH:9]=[C:4]([NH2:1])[CH:5]=2)=[O:20])[CH:27]=[C:26]([C:28]([NH:30][CH2:31][CH:32]([OH:35])[CH2:33][OH:34])=[O:29])[CH:25]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 21844886HCID 21844886, compound

Product 1

HCID 21844903HCID 21844903, compoundYield 112.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

N,N'-bis[3-nitro-5-(2,3-dihydroxypropylaminocarbonyl)phenyl]urea (0.103 g, 0.19 mmol) was dissolved in a mixture of methanol (14 ml) and water (6 ml) containing 2M aqueous HCl (0.2 ml) and a Pd/C catalyst (10%, 0.1 g). Hydrogenation was carried out at 60 psi. The catalyst was filtered off and the solvents were evaporated. The residue was redissolved in water and lyophilized giving 0.102 g (97%) of the product.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvents were evaporated
  3. dissolutionThe residue was redissolved in water

Sources & evidence

ORD record
ord-b6358d420ad5476e8d86d9558d06bef9
Source dataset
uspto-grants-1999_09
Patent number
US05958375

Reaction notes

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