Hydrochloric Acid → HCID 22749441, compound

HRID 2163798Notes

Reaction equation

HRID 2163798 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[NH:11][CH2:12][C:13]1[CH:18]=[C:17]([N+:19]([O-])=O)[CH:16]=[CH:15][C:14]=1[OH:22].CO.[ClH:25]>[Pd]>[ClH:25].[ClH:25].[ClH:25].[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[NH:11][CH2:12][C:13]1[CH:18]=[C:17]([NH2:19])[CH:16]=[CH:15][C:14]=1[OH:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 22749431HCID 22749431, compound

Product 1

HCID 22749441HCID 22749441, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

16 g. of N-(2'-hydroxy-5'-nitrophenyl)-2-hydroxy-5-nitrobenzylamine was dissolved in 150 ml. of methanol. After addition of 2 g. of palladium/C as catalyst, the catalytic reduction was effected for about 3 hours. The precipitated crystals were dissolved in concentrated hydrochloric acid and filtered. The filtrate was concentrated, charged with 100 ml. of an alcohol and heated for 2 hours to obtain the end product in the form of white crystals. The melting point of the end product was 200°-240° C. (decomp.), and the yield was 12 g.

Workup

  1. additionAfter addition of 2 g
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated
  4. additioncharged with 100 ml
  5. temperatureof an alcohol and heated for 2 hours
  6. customto obtain the end product in the form of white crystals

Sources & evidence

ORD record
ord-9f6b41ab83254e0aa79548c7c64c6cc9
Source dataset
uspto-grants-1979_01
Patent number
US04137080

Reaction notes

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