Benzyl chloroformate → S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]-N-[(phenylmethoxy)carbonyl]sulfoximine

HRID 728794Notes

Reaction equation

HRID 728794 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].Cl[C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23].C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[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][C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])=[O:7])[CH3:20]

Participants

5

Reactant 3

HCID 10387Benzyl chloroformateHCID 11430Potassium CarbonateHCID 57202344S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]sulfoximine

Product 1

HCID 57032928S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]-N-[(phenylmethoxy)carbonyl]sulfoximine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of S-[2-(diethylamino)ethyl]-S-[4-(1H-imidazol-1-yl)-1,2,5-thiadiazol-3-yl]sulfoximine (10 mmol), benzyl chloroformate (12 mmol) and potassium carbonate(32 mmol) in methylene chloride is stirred at ambient temperature for 5 hr.The mixture is filtered and the filtrate concentrated to obtain the productwhich is purified using standard laboratory procedures.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate concentrated
  3. customto obtain the productwhich
  4. customis purified

Sources & evidence

ORD record
ord-c41b18febe164aeeac840781b348b8a2
Source dataset
uspto-grants-1991_09
Patent number
US05051420

Reaction notes

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