Hydrochloric Acid → HCID 54068405, compound

HRID 1463075Notes

Reaction equation

HRID 1463075 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N+:12]([O-])=O)=[CH:4][C:3]=1[C:15]([O:17]C1C=CC=CC=1)=O.[NH2:24][C:25]1[CH:30]=[CH:29][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[CH:27][CH:26]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+].Cl>[OH-].[Na+].COCCOCCOC>[NH2:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[C:3]([C:15](=[O:17])[NH:24][C:25]2[CH:30]=[CH:29][C:28]([S:31](=[O:33])(=[O:32])[NH2:34])=[CH:27][CH:26]=2)[CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5333SulfanilamideHCID 24489Sodium DithioniteHCID 1033292-Naphthalenecarboxylic acid, 1-hydroxy-4-nitro-, phenyl ester

Product 1

HCID 54068405HCID 54068405, compound

Reagents, catalysts & solvents 2

HCID 8150DiglymeSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
160 °C

Procedure

A mixture composed of 30.9 g (0.1 mol) of phenyl 1-hydroxy-4-nitro-2-naphthoate, 17.2 g of p-aminobenzenesulfonamide and 200 ml of diethylene glycol dimethyl ether was heated at 160° C. for 3 hours. After cooling, the separated yellow crystals were filtered off. Yield: 19 g. 7.74 g (0.02 mol) of the resulting yellow crystals were dissolved in 100 ml of 10% sodium hydroxide. Then 40 g of sodium hydrosulfite was added at 50° to 60° C. thereto. After stirring at the same temperature for 30 minutes, the solution was allowed to cool and neutralized with diluted hydrochloric acid. The resulting light yellow precipitate of (4-a) was filtered off. Yield: 5.3 g

Workup

  1. temperatureAfter cooling
  2. filtrationthe separated yellow crystals were filtered off
  3. temperatureto cool
  4. filtrationThe resulting light yellow precipitate of (4-a) was filtered off

Sources & evidence

ORD record
ord-dbe0ab8b195647b99e2d5ddf8d8f4d11
Source dataset
uspto-grants-1984_07
Patent number
US04463079

Reaction notes

Loading…