Hydrochloric Acid → Diethyl 5-nitro-2-[2'-hydroxy-6'-sulphonaphthylazo]-phenylphosphonate

HRID 1277855

Reaction equation

HRID 1277855 reaction equation
Br[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[N:12][C:13]1[C:22]2[C:17](=[CH:18][C:19]([S:23]([O-:26])(=[O:25])=[O:24])=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[OH:27].[Na+].[CH2:29]([O:31][P:32]([OH:36])[O:33][CH2:34][CH3:35])[CH3:30].Cl>O>[N+:8]([C:6]1[CH:5]=[CH:4][C:3]([N:11]=[N:12][C:13]2[C:22]3[C:17](=[CH:18][C:19]([S:23]([OH:26])(=[O:25])=[O:24])=[CH:20][CH:21]=3)[CH:16]=[CH:15][C:14]=2[OH:27])=[C:2]([P:32](=[O:36])([O:33][CH2:34][CH3:35])[O:31][CH2:29][CH3:30])[CH:7]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 12977Ethyl phosphite, (C2H5O)2(OH)PHCID 136359179Sodium 1-(2'-bromo-4'-nitrophenylazo)-2-hydroxy-6-naphthylsulphonate

Product 1

HCID 136034815Diethyl 5-nitro-2-[2'-hydroxy-6'-sulphonaphthylazo]-phenylphosphonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

27 parts of sodium 1-(2'-bromo-4'-nitrophenylazo)-2-hydroxy-6-naphthylsulphonate are stirred with 130 ml of water, and 20 parts of copper sulphate 5-hydrate in 70 parts of water are added. The pH value is adjusted to 7-8 and the mixture is stirred for one hour. Thereafter, 35 parts of phosphorous acid diethyl ester are added dropwise at pH 8. The mixture is subsequently stirred at room temperature for 4 hours and acidified with hydrochloric acid. The precipitate is filtered off, washed and dried and gives 23 parts of diethyl 5-nitro-2-[2'-hydroxy-6'-sulphonaphthylazo]-phenylphosphonate almost free from starting compounds and by-products.

Workup

  1. additionare added
  2. stirringThe mixture is subsequently stirred at room temperature for 4 hours
  3. filtrationThe precipitate is filtered off
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-adcdd8f9c6694af197811407fae52c96
Source dataset
uspto-grants-1981_07
Patent number
US04279813

Linked notes

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