Sodium Hydroxide → HCID 70295128, compound

HRID 2288605Notes

Reaction equation

HRID 2288605 reaction equation
S(O)(O)(=O)=O.CS[C:8](=[NH:10])[NH2:9].[OH-].[Na+].[N:13]1([CH2:20][C:21]2[S:22][C:23]([C:26]([NH:28][NH2:29])=[O:27])=[CH:24][CH:25]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>CO>[C:8]([N:28]([C:26]([C:23]1[S:22][C:21]([CH2:20][N:13]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[CH:25][CH:24]=1)=[O:27])[NH2:29])(=[NH:9])[NH2:10]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 752702-Methyl-2-thiopseudourea sulfateHCID 55213626HCID 55213626, compound

Product 1

HCID 70295128HCID 70295128, compoundYield 114.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.07 g (21.7 mmol) of S-methylisothiourea sulfate and 43.5 ml (43.5 mmol) of 1 N NaOH were added to 11.0 g (43.4 mmol) of 2-(hexahydro-1H-azepin-1-yl)methylthiophene-5-carboxylic acid hydrazide, methanol was added to the reaction mixture until it became uniform solution (about 130 ml) and then the resulting solution was stirred at room temperature for 10 days. After removing insoluble matter by filtration, the solvent was evaporated and the resulting residue was directly subjected to a silica gel column chromatography, which was eluted with chloroform-methanol-aqueous ammonia (40:10:1) to give 7.32 g of the title compound.

Workup

  1. additionwas added to the reaction mixture until it
  2. customAfter removing insoluble matter
  3. filtrationby filtration
  4. customthe solvent was evaporated
  5. washwas eluted with chloroform-methanol-aqueous ammonia (40:10:1)

Sources & evidence

ORD record
ord-672a40d662bb43cbaae9c0f368d7259a
Source dataset
uspto-grants-2000_07
Patent number
US06090804

Reaction notes

Loading…