Acetic Acid → 75051-59-1

HRID 1995070Notes

Reaction equation

HRID 1995070 reaction equation
Cl.Cl.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1.C(O)(=O)C.[N:21]([O-])=[O:22].[Na+]>O>[CH3:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH2:16][CH2:15][N:14]([N:21]=[O:22])[CH2:13][CH2:12]2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 23668193Sodium Nitrite

Product 1

HCID 1295271575051-59-1

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

To a stirred mixture of 52.6 parts of 1-(4-methoxyphenyl)piperazine dihydrochloride, 100 parts of acetic acid and 100 parts of water is added dropwise, during a 1.50 hours-period, a solution of 20.8 parts of sodium nitrite in 100 parts of water at a temperature between 0° and 5° C. Upon completion, stirring is continued for 30 minutes. The reaction mixture is diluted with water. The precipitated product is filtered off and crystallized from 2-propanol, yielding 22.5 parts of 1-(4-methoxyphenyl)-4-nitrosopiperazine, mp. 94.5° C.

Workup

  1. additionis added dropwise, during a 1.50 hours-period
  2. customat a temperature between 0° and 5° C
  3. filtrationThe precipitated product is filtered off
  4. customcrystallized from 2-propanol

Sources & evidence

ORD record
ord-78f4ecdb2b604b7e8c9c02e3814ea9b7
Source dataset
uspto-grants-1983_09
Patent number
US04402957

Reaction notes

Loading…