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3-Thiocresol → 1-Bromo-2-(2-chloro-4-methoxy-phenylsulfanyl)-5-fluoro-benzene

HRID 15216
Notes
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Reaction equation

HRID 15216 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1I.[Br:11][C:12]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=1[SH:19].BrC1C=C(F)C=CC=1N.NC1C=CC=C(C)C=1.CC1C=CC=C(S)C=1>>[Br:11][C:12]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=1[S:19][C:3]1[CH:4]=[CH:5][C:6]([O:8][CH3:9])=[CH:7][C:2]=1[Cl:1]
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 79303-ThiocresolHCID 7934m-ToluidineHCID 2428732-Bromo-4-fluoroanilineHCID 180015192-Chloro-1-iodo-4-methoxybenzeneHCID 265970852-Bromo-4-fluorobenzene-1-thiol

Product 1

HCID 686848451-Bromo-2-(2-chloro-4-methoxy-phenylsulfanyl)-5-fluoro-benzene

Procedure

Prepared from 2-chloro-1-iodo-4-methoxy-benzene and 2-bromo-4-fluoro-benzenethiol (prepared from 2-bromo-4-fluoro-phenylamine by diazotization according to the procedure reported for the conversion of 3-toluidine to 3-thiocresol by Tarbell and Fukushima J. Am. Chem. Soc. 1946, 68, 1456-1460).

Sources & evidence

ORD record
ord-673b76bb73c640d5863b0162dca50204
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07732463B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes