HCID 306531, compound → 3-Amino-N-benzyl-N-methylbenzamide

HRID 450055Notes

Reaction equation

HRID 450055 reaction equation
[CH2:1]([N:8]([CH3:20])[C:9](=[O:19])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C>[NH2:16][C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][CH:13]=1)[C:9]([N:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH3:20])=[O:19]

Participants

3

Reactant 1

HCID 306531HCID 306531, compound

Product 1

HCID 201159783-Amino-N-benzyl-N-methylbenzamideYield 95.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of N-benzyl-N-methyl-3-nitro-benzamide (320 mg, 1.18 mmol) in ethyl acetate (10 ml) was added stannous chloride dihydrate (1.34 g, 5.95 mmol) and then stirred for 3 hr at room temperature. The reaction mixture was washed with dilute sodium hydroxide solution, then water. The organic layer was separated, dried and then evaporated to give 3-amino-N-benzyl-N-methyl-benzamide (270 mg, 95%) as solid.

Workup

  1. washThe reaction mixture was washed with dilute sodium hydroxide solution
  2. customThe organic layer was separated
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-76d512a7194d4996b0127915c3961dfa
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Reaction notes

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