Phenol → HCID 19745034, compound

HRID 2254308Notes

Reaction equation

HRID 2254308 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[S:11]([O-:14])(=[O:13])=[O:12].[Na+:15].[C:16]1([OH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[O:22]([C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[S:11]([O-:14])(=[O:13])=[O:12])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Na+:15]

Participants

4

Reactant 2

HCID 996PhenolHCID 101305339HCID 101305339, compound

Product 1

HCID 19745034HCID 19745034, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The synthesis of (A) was carried out as follows. First, sodium 2-chloro-4-nitrobenzenesulfonate and phenol were reacted in water in the presence of a base, to obtain sodium 2-phenoxy-4-nitrobenzenesulfonate. This was reacted with POCl3 /DMAC to produce the sulfonyl chloride form, and then the sulfonyl chloride was reacted with the ethyl ester of glycine, to obtain the carboxylic acid ethyl form of (A). Then it was hydrolyzed followed by reaction with SOCl2 in benzene, and then the benzene was distilled off, so that (A) was obtained in the form of crystals.

Sources & evidence

ORD record
ord-7d76febcfc1f41ee8f779f0ca236e3af
Source dataset
uspto-grants-1993_08
Patent number
US05235058

Reaction notes

Loading…