Methyl Isocyanate → (RS)-S-(4-nitrophenyl)-N-(methylcarbamoyl)-S-methylsulfoximide

HRID 38206Notes

Reaction equation

HRID 38206 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:13])(=[NH:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:14][N:15]=[C:16]=[O:17]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([CH3:13])(=[N:12][C:16](=[O:17])[NH:15][CH3:14])=[O:11])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 12463933S-Methyl-S-(4-nitrophenyl)sulfoximine

Product 1

HCID 59550870(RS)-S-(4-nitrophenyl)-N-(methylcarbamoyl)-S-methylsulfoximide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
104 °C

Procedure

300 mg (1.5 mmol) (RS)—S-(4-nitrophenyl)-S-methylsulfoximide in 8 ml toluene and 4 ml petroleum ether 60/80 are treated with 0.097 ml (1.65 mmol) methyl isocyanate. The mixture is stirred in a pressure tube at 104° C. for 5 hours and at room temperature for 14 hours. The suspension is filtrated to give 302 mg (corresponding to 78% of theor.) of the product.

Workup

  1. filtrationThe suspension is filtrated
  2. customto give 302 mg (corresponding to 78% of theor.) of the product

Sources & evidence

ORD record
ord-b9db38281e184972a01fdec5cd6394b7
Source dataset
uspto-grants-2013_09
Patent number
US08524724B2

Reaction notes

Loading…