Hydrochloric Acid → HCID 54292768, compound

HRID 268214Notes

Reaction equation

HRID 268214 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[ClH:16].[N:17]([O-])=O.[Na+].[C:21]([O-:24])(=[O:23])[CH3:22].[K+].[CH2:26](O)[CH3:27]>O.C(O)(=O)C>[C:4]([C:3]1[CH:12]=[CH:13][CH:14]=[CH:15][C:2]=1[N:1]=[N:17][CH:22]([Cl:16])[C:21]([O:24][CH2:26][CH3:27])=[O:23])(=[O:5])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 760802-AminobenzophenoneHCID 517044Potassium AcetateHCID 23668193Sodium Nitrite

Product 1

HCID 54292768HCID 54292768, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

To a mixture of 15.0 parts of 2-aminobenzophenone, 45 volume parts of acetic acid and 2 volume parts of concentrated hydrochloric acid, a solution of 5.6 parts of sodium nitrite in 16 volume parts of water is added dropwise under ice-cooling and stirring. The mixture is then added dropwise to a solution of 15.0 parts of ethyl β-chloroacetoacetate and 20 parts of potassium acetate in a mixture of 160 volume parts of ethanol and 35 volume parts of water. After 15 minutes precipitated crystals are collected to yield ethyl (2-benzoylphenyl)azochloroacetate as crystals. Recrystallization from ethanol gives yellow needles melting at 119°-120°C.

Workup

  1. temperaturecooling
  2. customAfter 15 minutes precipitated crystals
  3. customare collected

Sources & evidence

ORD record
ord-f4a42234fbca45889650aba00849aa37
Source dataset
uspto-grants-1976_03
Patent number
US03947417

Reaction notes

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