2-{[1-Hydroxy-4-(thiophene-2-sulfonamido)naphthalen-2-yl]sulfanyl}acetic acid → 2-(4-(Biphenyl-4-ylsulfonamido)-1-hydroxynaphthalen-2-ylthio)acetic acid

HRID 1186679Notes

Reaction equation

HRID 1186679 reaction equation
OC1C2C(=CC=CC=2)C(NS(C2SC=CC=2)(=O)=O)=CC=1SCC(O)=O.[C:26]1([C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)[CH:31]=[CH:30][C:29]([S:32]([NH:35][C:36]2[C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:39]([OH:46])=[C:38]([S:47][CH2:48][C:49]([O:51]CC)=[O:50])[CH:37]=2)(=[O:34])=[O:33])=[CH:28][CH:27]=1>>[C:26]1([C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)[CH:27]=[CH:28][C:29]([S:32]([NH:35][C:36]2[C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:39]([OH:46])=[C:38]([S:47][CH2:48][C:49]([OH:51])=[O:50])[CH:37]=2)(=[O:33])=[O:34])=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 15826052-{[1-Hydroxy-4-(thiophene-2-sulfonamido)naphthalen-2-yl]sulfanyl}acetic acidHCID 46908188Ethyl 2-(4-(biphenyl-4-ylsulfonamido)-1-hydroxynaphthalen-2-ylthio)acetate

Product 1

HCID 446093072-(4-(Biphenyl-4-ylsulfonamido)-1-hydroxynaphthalen-2-ylthio)acetic acid

Procedure

5.2.61 2-(4-(biphenyl-4-ylsulfonamido)-1-hydroxynaphthalen-2-ylthio)acetic acid (14s) was prepared according to the procedure of procedure B for 10a except using ethyl 2-(4-(biphenyl-4-ylsulfonamido)-1-hydroxynaphthalen-2-ylthio)acetate (14r) and applying r.t. overnight to the reaction, which afforded the title compound 19.2 mg (40.7%) as a grey solid, m.p.: 170° C. (dec.).

Workup

  1. customapplying r.t. overnight to the reaction, which

Sources & evidence

ORD record
ord-f5004080e50145c18994b5cec14356bc
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

Loading…