Reaktion #60856

ord-92deb0654af94aca83286e2e2e8a1661

Reaktionsgleichung

Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
Intermediate 52
Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
{(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide
[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
Intermediate 53
[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
(3-iodophenyl)(isocyano)methyl 4-methylphenyl sulfone
Cc1ccc(S(=O)(=O)C(NC=O)c2ccc(Br)cc2)cc1
{(4-bromophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide
Cc1ccc(S(=O)(=O)C(NC=O)c2ccc(Br)cc2)cc1
Intermediate 65
Cc1ccc(S(=O)(=O)C(NC=O)c2ccc(Br)cc2)cc1
{(4-bromophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide
→
[C-]#[N+]C(c1ccc(Br)cc1)S(=O)(=O)c1ccc(C)cc1
title compound
[C-]#[N+]C(c1ccc(Br)cc1)S(=O)(=O)c1ccc(C)cc1
(4-Bromophenyl)(isocyano)methyl 4-methylphenyl sulfone

Edukte

Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
Intermediate 52
Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
{(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide
[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
Intermediate 53
[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
(3-iodophenyl)(isocyano)methyl 4-methylphenyl sulfone
Cc1ccc(S(=O)(=O)C(NC=O)c2ccc(Br)cc2)cc1
{(4-bromophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide
—
solid
Cc1ccc(S(=O)(=O)C(NC=O)c2ccc(Br)cc2)cc1
Intermediate 65
Cc1ccc(S(=O)(=O)C(NC=O)c2ccc(Br)cc2)cc1
{(4-bromophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound was prepared by a similar process to that described for Intermediate 53 but using {(4-bromophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide (Intermediate 65) in place of {(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide (Intermediate 52). Brown solid (3.1 g, 29%);

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07427616B2uspto-grants-2008_09