4-Ethylbenzoyl chloride → n1-(4-Methoxybenzoyl)-n2-(4-ethylbenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine

HRID 395735Notes

Reaction equation

HRID 395735 reaction equation
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][C:10]2[C:11]([NH2:24])=[CH:12][C:13]([O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])=[CH:14][CH:15]=2)=[O:8])=[CH:5][CH:4]=1.[CH2:27]([C:29]1[CH:37]=[CH:36][C:32]([C:33](Cl)=[O:34])=[CH:31][CH:30]=1)[CH3:28]>>[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([C:7]([NH:9][C:10]2[C:11]([NH:24][C:33](=[O:34])[C:32]3[CH:36]=[CH:37][C:29]([CH2:27][CH3:28])=[CH:30][CH:31]=3)=[CH:12][C:13]([O:16][Si:17]([C:20]([CH3:23])([CH3:21])[CH3:22])([CH3:19])[CH3:18])=[CH:14][CH:15]=2)=[O:8])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 853684-Ethylbenzoyl chlorideHCID 54024338N1-(4-methoxybenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine

Product 1

HCID 10577465n1-(4-Methoxybenzoyl)-n2-(4-ethylbenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamineYield 88.1%

Procedure

Using the procedure described in Example 68, Part A, N1-(4-methoxybenzoyl)-4-(tert-butyldimethylsilyloxy)-1,2-benzenediamine (300 mg, 0.81 mmol) was reacted with 4-ethylbenzoyl chloride (0.13 mL, 0.89 mmol) to yield 360 mg (88%) of the title compound as a white solid.

Sources & evidence

ORD record
ord-c2f6ca8d42f647f6ae0cb93a20c366b7
Source dataset
uspto-grants-2003_08
Patent number
US06605626B2

Reaction notes

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