2-Bromopropionic acid → N-{2-[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyloxy]-propionyl}-S,S-dimethyl-sulphoximine

HRID 637253Notes

Reaction equation

HRID 637253 reaction equation
Br[CH:2]([CH3:6])[C:3](O)=[O:4].[CH3:7][S:8]([CH3:11])(=[NH:10])=[O:9].[Cl:12][C:13]1[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[CH:28][C:14]=1[O:15][C:16]1[CH:17]=[CH:18][C:19]([N+:25]([O-:27])=[O:26])=[C:20]([CH:24]=1)[C:21]([OH:23])=[O:22].C[O-].[Na+]>COCCOC>[Cl:12][C:13]1[CH:31]=[C:30]([C:32]([F:33])([F:34])[F:35])[CH:29]=[CH:28][C:14]=1[O:15][C:16]1[CH:17]=[CH:18][C:19]([N+:25]([O-:27])=[O:26])=[C:20]([CH:24]=1)[C:21]([O:23][CH:2]([CH3:6])[C:3]([N:10]=[S:8]([CH3:11])([CH3:7])=[O:9])=[O:4])=[O:22]

Participants

6

Reactant 4

HCID 117292-Bromopropionic acidHCID 44073AcifluorfenHCID 123119Sulfoximine, S,S-dimethyl-HCID 10942334Sodium Methoxide

Product 1

HCID 20256531N-{2-[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyloxy]-propionyl}-S,S-dimethyl-sulphoximine

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

from 2-bromopropionic acid, dimethyl sulphoximine and 5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoic acid using sodium methylate as the base and 1,2-dimethoxyethane as the solvent there is obtained N-{2-[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyloxy]-propionyl}-S,S-dimethyl-sulphoximine as a yellow resin; 1H-NMR (CDCl3): 8.20-6.90 (m,6H), 5.28 (q,1H), 3.37 (s,6H), 1.62 (d,3H);

Sources & evidence

ORD record
ord-9937dd7690e440d7936fbf3a5184fcf6
Source dataset
uspto-grants-1985_12
Patent number
US04556413

Reaction notes

Loading…