p-Toluenesulfonic acid → HCID 10173124, compound

HRID 2252659Notes

Reaction equation

[C:1]([C:3]1C=C(C=CC=1)N)#N.[CH3:10][N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][N:20]=[C:19]([NH:23][C:24]3[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=3)[C:27]#[N:28])[N:18]=2)[CH:13]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:12]1=[O:38].CC1C=CC(S(O)(=O)=O)=CC=1>>[CH2:10]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][N:20]=[C:19]([NH:23][C:24]3[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=3)[C:27]#[N:28])[N:18]=2)[CH:13]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:12]1=[O:38])[CH:1]=[CH2:3]

Participants

Reactant 3

HCID 6101p-Toluenesulfonic acid

HCID 167023-Aminobenzonitrile

HCID 10126479HCID 10126479, compound

Product 1

HCID 10173124HCID 10173124, compoundYield 57%

Procedure

Intermediate 6, (0.10 g, 0.30 mmol) and 3-cyanoaniline (0.05 g, 0.45 mmol) were reacted together following the procedure detailed for the compound of Example 2, with the addition of an equivalent of tosic acid which eventually gave the title compound as a white solid (0.07 g, 57%).

Sources & evidence

ORD record: ord-8d0e5708c8874a1b81a5c9ef9346441e
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07323464B2

Reaction notes

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