Iodobenzene → N-(Diphenylmethylene)aniline

HRID 1751933Notes

Reaction equation

HRID 1751933 reaction equation
[C:1]1([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[NH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.I[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:9]1([C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 11575IodobenzeneHCID 136809Benzophenone imine

Product 1

HCID 219140N-(Diphenylmethylene)anilineYield 94%

Procedure

Following General Procedure A (90° C., 30 hours), 1,1-diphenyl-methanimine (272 mg, 1.5 mmol) is coupled with iodo-benzene (112 μL, 1.0 mmol) to give 94% N-(diphenylmethylene)aniline.

Sources & evidence

ORD record
ord-3e4337c5245742b0a7f96ec0091f5098
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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