Chloroacetic Acid → N-{[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyloxy]acetyl}-S,S-dimethyl-sulphoximine

HRID 637252Notes

Reaction equation

HRID 637252 reaction equation
Cl[CH2:2][C:3](O)=[O:4].[CH3:6][S:7]([CH3:10])(=[NH:9])=[O:8].[Cl:11][C:12]1[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[CH:27][C:13]=1[O:14][C:15]1[CH:16]=[CH:17][C:18]([N+:24]([O-:26])=[O:25])=[C:19]([CH:23]=1)[C:20]([OH:22])=[O:21].N12CCCCC1C=NCCC2>C1(C)C=CC=CC=1>[Cl:11][C:12]1[CH:30]=[C:29]([C:31]([F:32])([F:33])[F:34])[CH:28]=[CH:27][C:13]=1[O:14][C:15]1[CH:16]=[CH:17][C:18]([N+:24]([O-:26])=[O:25])=[C:19]([CH:23]=1)[C:20]([O:22][CH2:2][C:3]([N:9]=[S:7]([CH3:10])([CH3:6])=[O:8])=[O:4])=[O:21]

Participants

6

Reactant 4

HCID 300Chloroacetic AcidHCID 44073AcifluorfenHCID 123119Sulfoximine, S,S-dimethyl-HCID 3141121,5-Diazabicyclo(5,4,0)undec-5-ene

Product 1

HCID 20256529N-{[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyloxy]acetyl}-S,S-dimethyl-sulphoximine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

from chloroacetic acid, dimethyl sulphoximine and 5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoic acid using 1,5-diaza-bicyclo[5,4,0]undec-5-ene as the base and toluene as the solvent there is obtained N-{[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyloxy]acetyl}-S,S-dimethyl-sulphoximine as a yellow resin; 1H-NMR (CDCl3): 8.23-6.92 (m, 6H), 4.87 (s,2H), 3.37 (s,6H);

Sources & evidence

ORD record
ord-9305f42870b6419e97d2ce7e86ff2559
Source dataset
uspto-grants-1985_12
Patent number
US04556413

Reaction notes

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