Hydrochloric Acid → N-(3-amino-4-methylphenyl)-3-(2-cyanopropan-2-yl)benzamide hydrochloride

HRID 1184816Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:22])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([C:20]#[N:21])([CH3:19])[CH3:18])[CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].[ClH:23]>O1CCOCC1>[ClH:23].[NH2:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:22])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([C:20]#[N:21])([CH3:19])[CH3:18])[CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of N-(3-amino-4-methylphenyl)-3-(2-cyanopropan-2-yl)benzamide 5 (18 g, 61 mmol) in dioxane was added 4N HCl in dioxane (1.1 eq) and stirred at 60° C. for 1 h. After cooling the precipitate was collected to give N-(3-amino-4-methylphenyl)-3-(2-cyanopropan-2-yl)benzamide hydrochloride 6 (16.7 g, 83%).

Workup

temperatureAfter cooling the precipitate
customwas collected

Sources & evidence

ORD record: ord-b3f69f4e685a46269e0eaf24203abe70
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08669256B2

Reaction notes

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