Ammonium Hydroxide → 2-Amino-5-methoxybenzamide

HRID 1984837Notes

Reaction equation

HRID 1984837 reaction equation
[CH3:1][O:2][C:3]1[CH:14]=[CH:13][C:6]2[NH:7]C(=O)[O:9][C:10](=O)[C:5]=2[CH:4]=1.[NH4+:15].[OH-]>C1COCC1>[NH2:7][C:6]1[CH:13]=[CH:14][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[C:10]([NH2:15])=[O:9]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 2944796-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

Product 1

HCID 203382172-Amino-5-methoxybenzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 6-methoxy-1H-benzo[d][1.3]oxazine-2,4-dione (7.0 g, 36.2 mmol) in THF (50 mL) was added NH4OH (20 mL) and the reaction was stirred at rt for 1 h. The solution was concentrated under reduced pressure and dried to give 5.0 g of 2-amino-5-methoxy-benzamide as a dark brown solid.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. customdried

Sources & evidence

ORD record
ord-1db4b594fe5d4bde897be884d14c7dbc
Source dataset
uspto-grants-2009_06
Patent number
US07544699B2

Reaction notes

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