Methane → 2-amino-5-(N-ethoxycarbonylamino)phenol

HRID 1885496Notes

Reaction equation

HRID 1885496 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]([NH:14]C(OCC2C=CC=CC=2)=O)=[C:11]([OH:13])[CH:12]=1)=[O:5])[CH3:2].C1CCCCC=1.C>C(O)C>[NH2:14][C:10]1[CH:9]=[CH:8][C:7]([NH:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:12][C:11]=1[OH:13]

Participants

5

Reactant 3

HCID 297MethaneHCID 8079CyclohexeneHCID 147457375-(Ethoxycarbonylamino)-2-(benzyloxycarbonylamino)phenol

Product 1

HCID 147457382-amino-5-(N-ethoxycarbonylamino)phenol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.06 mole (20 g) of 5-(ethoxycarbonylamino) -2-(benzyloxycarbonylamino)phenol in 60 ml of 96° strength ethanol to which 40 ml of cyclohexene and 4 g of palladinized charcoal (10% palladium) are added is heated to reflux for 30 minutes. After removal of the catalyst by filtration while hot, the expected product is precipitated by adding 17.5 ml of ethanolic hydrochloric acid (7M) to the cooled filtrate. After drying, analysis of the product obtained gives the following results:

Workup

  1. temperatureis heated
  2. temperatureto reflux for 30 minutes
  3. customAfter removal of the catalyst
  4. filtrationby filtration while hot, the expected product
  5. customis precipitated
  6. additionby adding 17.5 ml of ethanolic hydrochloric acid (7M) to the cooled filtrate
  7. customAfter drying
  8. customanalysis of the product obtained
  9. customgives the
  10. customfollowing results

Sources & evidence

ORD record
ord-5ce0d57a12824bf7b996ac73d8b112f4
Source dataset
uspto-grants-1992_09
Patent number
US05145483

Reaction notes

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