Sodium Hydroxide → HCID 178449980, compound

HRID 910781Notes

Reaction equation

HRID 910781 reaction equation
[OH-].[Na+].O1CCOCC1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([S:16]([NH:19][CH:20]([CH2:29][CH2:30][CH3:31])[C:21]([NH:23][NH:24][C:25](=[S:28])[NH:26][CH3:27])=O)(=[O:18])=[O:17])=[CH:12][CH:11]=1>CO>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([S:16]([NH:19][CH:20]([C:21]2[N:26]([CH3:27])[C:25]([SH:28])=[N:24][N:23]=2)[CH2:29][CH2:30][CH3:31])(=[O:18])=[O:17])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 86630377HCID 86630377, compound

Product 1

HCID 178449980HCID 178449980, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous solution (8.5 ml) of sodium hydroxide (1 mol/liter) was added, at room temperature, to a mixed solution in methanol (9.5 ml) and dioxane (19 ml) of the 2-(2-{[(4-chlorophenyl)sulfonyl]amino}pentanoyl)-N-methylhydrazine carbothioamide (2.157 g) obtained in Example 1-(3). The mixture was stirred for 30 minutes, and then stirred for 30 minutes at 85° C. The solvent was distilled off from the reaction mixture, and an aqueous solution (20 ml) of hydrochloric acid (0.5 mol/liter) was added to the residue. The mixture was extracted with ethyl acetate (100 ml), and washed with a saturated aqueous solution (100 ml) of sodium chloride.

Workup

  1. stirringstirred for 30 minutes at 85° C
  2. distillationThe solvent was distilled off from the reaction mixture
  3. additionan aqueous solution (20 ml) of hydrochloric acid (0.5 mol/liter) was added to the residue
  4. extractionThe mixture was extracted with ethyl acetate (100 ml)
  5. washwashed with a saturated aqueous solution (100 ml) of sodium chloride

Sources & evidence

ORD record
ord-c5cf6f443eb74f9b87b97eeec53bacc5
Source dataset
uspto-grants-2011_09
Patent number
US08022225B2

Reaction notes

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