Hydrochloric Acid → 4-(Benzyloxy)benzene-1,2-diamine

HRID 1414774Notes

Reaction equation

HRID 1414774 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][C:3]=1[N+:16]([O-])=O.Cl.[OH-].[NH4+]>[Fe].CO>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][C:3]=1[NH2:16]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 2614974-Benzyloxy-2-nitroaniline

Product 1

HCID 131622394-(Benzyloxy)benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent

Procedure

2.44 G. of 1-amino-4-benzyloxy-2-nitrobenzene is stirred in 100 ml. methanol and 100 ml. 20% hydrochloric acid with 1.0 g. iron powder at room temperature. After 2 hours, the mixture is poured into excess ammonium hydroxide solution, the residue extracted with chloroform, filtered under nitrogen, dried over magnesium sulfate, filtered once again, and evaporated to dryness to give 1,2-diamino-4-benzyloxybenzene.

Workup

  1. customat room temperature
  2. extractionthe residue extracted with chloroform
  3. filtrationfiltered under nitrogen
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered once again
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-e8acf7d93aae4799b0af09348c77deb7
Source dataset
uspto-grants-1977_01
Patent number
US04002640

Reaction notes

Loading…