Sodium Sulfite → HCID 70392356, compound

HRID 1762493Notes

Reaction equation

HRID 1762493 reaction equation
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH2:6][N:5]=[C:4]1[C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1.[N:16]([O-])=[O:17].[Na+].[S:20]([O-:23])([O-:22])=[O:21].[Na+].[Na+].C([O-])(=O)C.[Na+]>Cl.O>[OH2:17].[NH:5]1[CH2:6][CH2:7][CH2:8][N:3]=[C:4]1[C:9]1[CH:14]=[CH:13][C:12]([NH:15][NH:16][S:20]([OH:23])(=[O:22])=[O:21])=[CH:11][CH:10]=1.[NH:5]1[CH2:6][CH2:7][CH2:8][N:3]=[C:4]1[C:9]1[CH:14]=[CH:13][C:12]([NH:15][NH:16][S:20]([OH:23])(=[O:22])=[O:21])=[CH:11][CH:10]=1

Participants

7

Reactant 4

HCID 24437Sodium SulfiteHCID 517045Sodium AcetateHCID 20041374HCID 20041374, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 70392356HCID 70392356, compoundYield 89.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent2×

Procedure

To a stirred suspension of the product of Stage (ii) (18.0 g) in 2N hydrochloric acid (36.6 ml) at -5° was added to a solution of sodium nitrite (5.05 g) in water (11 ml) keeping the temperature below 0°. After stirring for a further 15 min, the solution was added to a stirred solution of sodium sulphite (23.05 g) and sodium acetate (9.95 g)in water (220 ml) at -5°. A solid deposited and the mass was stirred at -5° for a further 15 min, then warmed to room temperature over 1 h. Concentrated hydrochloric acid (25 ml) was added, the solution was heated at 75° for 30 min and then allowed to cool. The solid which had deposited was collected by filtration, washed with 2N hydrochloric acid (50 ml) followed by ethanol (50 ml) and dried in vacuo to give the title compound as a powder (18.18 g), m.p. 280°-281°.

Workup

  1. customthe temperature below 0°
  2. stirringthe mass was stirred at -5° for a further 15 min
  3. temperaturethe solution was heated at 75° for 30 min
  4. temperatureto cool
  5. filtrationThe solid which had deposited was collected by filtration
  6. washwashed with 2N hydrochloric acid (50 ml)
  7. customdried in vacuo

Sources & evidence

ORD record
ord-4d650d1e8e8c4c73be0de55fb7eb492c
Source dataset
uspto-grants-1989_05
Patent number
US04833153

Reaction notes

Loading…