HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Sulfuric Acid → N,N-diethyl-2-[[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]sulfinyl]-ethanamine

HRID 728792
Notes
Print preview

Reaction equation

HRID 728792 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[CH2:4][CH2:5][S:6][C:7]1[C:11]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[N:10][S:9][N:8]=1)[CH3:2].S(=O)(=O)(O)[OH:20].B1([O-])OO1.O.O.O.O.[Na+]>CO>[CH2:17]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][S:6]([C:7]1[C:11]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[N:10][S:9][N:8]=1)=[O:20])[CH3:18]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 23693097Sodium;3-oxidodioxaborirane;tetrahydrateHCID 67945755HCID 67945755, compound

Product 1

HCID 67945728N,N-diethyl-2-[[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]sulfinyl]-ethanamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A cold (0° C.) solution of the compound of Example 10 in methanol istreated slowly with excess 30% sulfuric acid an then sodium perborate tetrahydrate (10 equivalents) is added. The mixture is stirred at 0° C. for 2 hrs and then at ambient temperature for 2 hrs. The methanol is removed in vacuo and the residue basified with 50% sodium hydroxide and filtered. The filter cake is washed with methylene chloride and the aqueous filtrate extracted with the methylene chloride washings. The combined extract is washed with water, dried, and concentrated to obtain the title compound.

Workup

  1. additionis added
  2. waitat ambient temperature for 2 hrs
  3. customThe methanol is removed in vacuo
  4. filtrationfiltered
  5. washThe filter cake is washed with methylene chloride
  6. extractionthe aqueous filtrate extracted with the methylene chloride washings
  7. extractionThe combined extract
  8. washis washed with water
  9. customdried
  10. concentrationconcentrated

Sources & evidence

ORD record
ord-4b1cdf44a63645debeac2295d681d741
Source dataset
uspto-grants-1991_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05051420

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes