(3-Iodophenyl)(isocyano)methyl 4-methylphenyl sulfone → a-Tosyl-(4-methoxybenzyl) isocyanide

HRID 32634Notes

Reaction equation

HRID 32634 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16](I)[CH:15]=2)[N+:12]#[C-:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.CN1C(C2SC3N=CN=C(N)C=3N=2)=C(C2C=CC=CC=2)N=C1C#C[Si](C)(C)C.IC1C=C(C(N[CH:68]=[O:69])S(C2C=CC(C)=CC=2)(=O)=O)C=CC=1>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH:11]([N+:12]#[C-:13])[C:14]2[CH:19]=[CH:18][C:17]([O:69][CH3:68])=[CH:16][CH:15]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 17965763(3-Iodophenyl)(isocyano)methyl 4-methylphenyl sulfoneHCID 691941732-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amineHCID 85929703{(3-Iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide

Product 1

HCID 2771655a-Tosyl-(4-methoxybenzyl) isocyanide

Procedure

The title compound was prepared by a similar process to that described for Intermediate 53 but using (4-methoxyphenyl)(phenylsulfonyl)methylformamide (Tetrahedron Lett., 1996, 37 (45), 8113) in place of {(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide (Intermediate 52). Tan solid (26.15 g, 97%)

Sources & evidence

ORD record
ord-f3e9bbdf3bf645ebbbf2ee85215dbf78
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

Loading…