Oxalic Acid → HCID 178482830, compound

HRID 2351016Notes

Reaction equation

HRID 2351016 reaction equation
C(C1C=CC(C(O)C[NH:12][C:13]([NH:27]S(C)(=O)=O)=[N:14][CH2:15][CH2:16][S:17][CH2:18][C:19]2[O:20][C:21]([CH2:24][NH:25][CH3:26])=[CH:22][CH:23]=2)=CC=1)(=O)N.[C:33]([OH:38])(=[O:37])[C:34]([OH:36])=[O:35]>C(O)C>[C:33]([OH:38])(=[O:37])[C:34]([OH:36])=[O:35].[CH3:26][NH:25][CH2:24][C:21]1[O:20][C:19]([CH2:18][S:17][CH2:16][CH2:15][NH:14][C:13]([NH2:27])=[NH:12])=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 178482826HCID 178482826, compound

Product 1

HCID 178482830HCID 178482830, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
40 °C

Procedure

In 1430 ml of 95% aqueous ethanol solution was dissolved 239 g of N-[2-(4-carbamoylphenyl)-2hydroxyethyl]-N'-methanesulfonyl-N"-[2-[[5-(methylamino)methyl-2-furyl]methylthio]ethyl]guanidine. Thereto was added a solution formed by dissolving 46.8 g of oxalic acid in 240 ml of 95% aqueous ethanol solution. Further, 2.5 g of a seed crystal was added thereto. The mixture was stirred at 40° C. for 3 hours and at room temperature for 3 hours and then allowed to stand overnight. The crystals deposited were collected by filtration to obtain 257 g (yield: 91%) of N-[2-(4-carbamoylphenyl)-2-hydroxyethyl]-N'-methanesulfonyl-N"[2-[[5-(methylamino)methyl-2-furyl]methylthio]ethyl]guanidine oxalate (1:1). Melting point: 142.5°-145.5° C. (recrystallized from 95% aqueous ethanol solution)

Workup

  1. additionThereto was added a solution
  2. customformed
  3. additionFurther, 2.5 g of a seed crystal was added
  4. waitto stand overnight
  5. filtrationThe crystals deposited were collected by filtration

Sources & evidence

ORD record
ord-e22381bd3e5f449d98a4abe0776252e9
Source dataset
uspto-grants-1989_10
Patent number
US04871765

Reaction notes

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