Hydrochloric Acid → 2-amino-6-methyl-N-(p-tolyl)benzamide hydrochloride

HRID 891260Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:25])[C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[NH:17]C(OC(C)(C)C)=O)=[CH:4][CH:3]=1.[ClH:26]>CO.O1CCOCC1>[ClH:26].[NH2:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=1[C:9]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)=[O:25]

Participants

Conditions

Temperature: 18 °C

Procedure

A stirred solution of N-(4-methylphenyl)-2-{[(1,1-dimethylethoxy)carbonyl]amino}-6-methyl-benzamide (1.67 g, 4.90 mmol) in methanol (4 mL) under an argon atmosphere, is treated with a saturated solution of hydrogen chloride in dioxane (30 mL) and stirred at 18° C. for 210 minutes. The solvent is evaporated off under reduced pressure to give the crude product which is purified by recrystallisation from methanol-di-isopropyl ether to give the title compound as a colourless crystalline solid, m.p. 217–220° C.

Workup

customThe solvent is evaporated off under reduced pressure
customto give the crude product which
customis purified by recrystallisation from methanol-di-isopropyl ether

Sources & evidence

ORD record: ord-f23e3d83b133419f9240a1c043bd9d94
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07002022B2

Reaction notes

Loading…