Water → HCID 69995933, compound

HRID 1357379Notes

Reaction equation

HRID 1357379 reaction equation
[CH3:1][O:2][C:3](=[O:31])[C:4]1[C:5](=[CH:10][C:11]([N:14]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)=[CH:12][CH:13]=1)[C:6]([O:8][CH3:9])=[O:7].O>CN(C=O)C>[CH3:1][O:2][C:3](=[O:31])[C:4]1[C:5](=[CH:10][C:11]([N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[NH2:21])[CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:12][CH:13]=1)[C:6]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 2

HCID 962WaterHCID 69994749HCID 69994749, compound

Product 1

HCID 69995933HCID 69995933, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A clear solution of stannous chloride dihydrate (0.84 g, 3.72 mmol) in DMF (4ml) was added to a solution of 4-[benzyl-(2-nitrophenyl)amino]phthalic acid dimethyl ester (195 mg, 0.47 mmol) in DMF (4ml) and stirred for 3 hours at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate (2×25 ml). The collected organic phases was washed with water (3×25 ml), dried over magnesium sulphate, and evaporated to dryness in vacuo to give 4-[(2-aminophenyl)benzylamino]phthalic acid dimethyl ester as a slightly coloured oil (yield: 180 mg (100%)).

Workup

  1. extractionextracted with ethyl acetate (2×25 ml)
  2. washThe collected organic phases was washed with water (3×25 ml)
  3. dry with materialdried over magnesium sulphate
  4. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-b2c45dfb65f24ec9a850dbe56072bd16
Source dataset
uspto-grants-2003_07
Patent number
US06590118B1

Reaction notes

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