p-Toluenesulfonic acid → N-[1-(1H-1,2,3-benzotriazol-1-yl)-2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethyl]-4-chlorobenzamide

HRID 479514

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[Cl:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=[O:16])=[CH:13][CH:12]=1.[CH3:20][C:21]1[CH2:26][CH2:25][CH2:24][C:23]([CH3:28])([CH3:27])[C:22]=1[CH2:29][CH:30]=O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[N:1]1([CH:30]([NH:17][C:15](=[O:16])[C:14]2[CH:18]=[CH:19][C:11]([Cl:10])=[CH:12][CH:13]=2)[CH2:29][C:22]2[C:23]([CH3:28])([CH3:27])[CH2:24][CH2:25][CH2:26][C:21]=2[CH3:20])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

Reactant 4

HCID 6101p-Toluenesulfonic acid

HCID 120844-Chlorobenzamide

HCID 61124beta-HOMOCYCLOCITRAL

HCID 178418385HCID 178418385, compound

Product 1

HCID 18770613N-[1-(1H-1,2,3-benzotriazol-1-yl)-2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethyl]-4-chlorobenzamide

Procedure

Benzotriazole, 4-chlorobenzamide, (2,6,6-trimethyl-1-cyclohexenyl)acetaldehyde, and p-toluenesulfonic acid were processed as in Example 53A to provide the desired product.

Sources & evidence

ORD record: ord-fc414f74b04d404683097d62eec7f13d
Source dataset: uspto-grants-2003_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06645968B2

Linked notes

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