Formic Acid → S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]-N-methylsulfoximine

HRID 728795Notes

Reaction equation

HRID 728795 reaction equation
[CH2:1]([N:3]([CH2:19][CH3:20])[CH2:4][CH2:5][S:6]([C:9]1[C:13]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[N:12][S:11][N:10]=1)(=[NH:8])=[O:7])[CH3:2].C=O.[CH:23](O)=O.[OH-].[Na+]>O>[CH2:19]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][S:6]([C:9]1[C:13]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[N:12][S:11][N:10]=1)(=[N:8][CH3:23])=[O:7])[CH3:20]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 57202344S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]sulfoximine

Product 1

HCID 57269155S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]-N-methylsulfoximine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]sulfoximine (30 mmol), 17 ml of 37% formaldehyde and 22.6 ml of 98% formic acid is heated at reflux temperature for 48 hr. Water is added to the reaction mixture which is then made slightly basic by addition of 50% sodium hydroxide solution. The mixture is extracted with chloroform and the extract is dried and concentrated to obtain the title compound.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 48 hr
  3. extractionThe mixture is extracted with chloroform
  4. customthe extract is dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e8102cd87ae845cd9221abffa9032293
Source dataset
uspto-grants-1991_09
Patent number
US05051420

Reaction notes

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