4-Fluorophenyl isothiocyanate → HCID 17921779, compound

HRID 1859721Notes

Reaction equation

HRID 1859721 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=1)=[O:6].[F:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[S:29])=[CH:23][CH:22]=1>CO>[Cl:14][C:10]1[CH:9]=[C:8]([NH:7][C:5](=[O:6])[C:4]2[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[C:2]([NH:1][C:28]([NH:27][C:24]3[CH:25]=[CH:26][C:21]([F:20])=[CH:22][CH:23]=3)=[S:29])[CH:3]=2)[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 152414-Fluorophenyl isothiocyanateHCID 16791679HCID 16791679, compound

Product 1

HCID 17921779HCID 17921779, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared according to the procedure described for Example 100 using 3-amino-N-(3-chlorophenyl)4-methoxy-benzamide from Example 16 (0.5545 g, 2.01 mmol) and 4-fluorophenyl isothiocyanate (0.3073 g, 2.01 mmol), and omitting the trituration in methanol to afford the product (0.775 g); m.p. 184-185° C.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-dc33966b18d64008b7e000bf1bf33893
Source dataset
uspto-grants-2003_03
Patent number
US06528528B2

Reaction notes

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