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

HRID 1279483Notes

Reaction equation

HRID 1279483 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

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22245130N-(4-Methylphenyl)-2-{[(1,1-dimethylethoxy)carbonyl]amino]-6-methylbenzamide

Product 1

HCID 1317234792-amino-6-methyl-N-(p-tolyl)benzamide hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
180 °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 180° C. for 210 minutes.

Sources & evidence

ORD record
ord-c1b6dcb4a2f94a798d11964d18441744
Source dataset
uspto-grants-2002_09
Patent number
US06448277B2

Reaction notes

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