HCID 68827190, compound → HCID 68826213, compound

HRID 450061Notes

Reaction equation

HRID 450061 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([O:10][C:11](=[O:17])[N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[C:6]([O:10][C:11](=[O:17])[N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 68827190HCID 68827190, compound

Product 1

HCID 68826213HCID 68826213, compoundYield 45.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of diethyl-carbamic acid-3-nitro-phenyl ester (300 mg, 1.26 mmol) in ethyl acetate (5 ml) was added stannous chloride dihydrate (1.08 g, 4.8 mmol) and stirred for 6 hr at room temperature. The reaction mixture was diluted with ethyl acetate and washed with sodium hydroxide solution. The organic layer was separated, washed with brine, dried and concentrated under reduced pressure to give diethyl-carbamic acid 3-aminophenyl ester (120 mg, 45%).

Workup

  1. washwashed with sodium hydroxide solution
  2. customThe organic layer was separated
  3. washwashed with brine
  4. customdried
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2bf1671950b44a24b187d70e1d313eea
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Reaction notes

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