Hydrochloric Acid → HCID 21506017, compound

HRID 1287754Notes

Reaction equation

HRID 1287754 reaction equation
S(S([O-])=O)([O-])=O.[Na+].[Na+].[CH2:9]([S:13]([C:15]1[C:23]([S:24](=[O:27])(=[O:26])[NH2:25])=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][C:16]=1[N+:28]([O-])=O)=[O:14])[CH2:10][CH2:11][CH3:12].Cl.S(=O)=O.[OH-].[Na+]>O>[NH2:28][C:16]1[CH:17]=[C:18]([CH:22]=[C:23]([S:24](=[O:26])(=[O:27])[NH2:25])[C:15]=1[S:13]([CH2:9][CH2:10][CH2:11][CH3:12])=[O:14])[C:19]([OH:21])=[O:20]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 1119Sulfur DioxideHCID 14798Sodium HydroxideHCID 24489Sodium DithioniteHCID 21506128HCID 21506128, compound

Product 1

HCID 21506017HCID 21506017, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of sodium dithionite (7.3 g) in water (50 ml) conc. aqueous ammonia (25 ml) was added, after which 4-n-butylsulphinyl-3-nitro-5-sulphamyl-benzoic acid (4 g) was added in portions at 25° C, while stirring. The reaction mixture was heated on a steam bath for 30 minutes. Then 4N hydrochloric acid was added until a pH of 1, while the heating was continued. After the evolution of sulphur dioxide had ceased, the reaction mixture was adjusted to a pH of 2.5 by addition of 2N sodium hydroxide, and cooled. The precipitated 3-amino-4-n-butylsulphinyl-5-sulphamyl-benzoic acid was collected by suction, recrystallized from aqueous ethanol, and dried in vacuo at 115° C. The acid was obtained with a melting point of 237° C (decomp.).

Workup

  1. temperatureThe reaction mixture was heated on a steam bath for 30 minutes
  2. temperaturecooled
  3. customThe precipitated 3-amino-4-n-butylsulphinyl-5-sulphamyl-benzoic acid was collected by suction
  4. customrecrystallized from aqueous ethanol
  5. customdried in vacuo at 115° C
  6. customThe acid was obtained with a melting point of 237° C (decomp.)

Sources & evidence

ORD record
ord-902758d2558b458bbaed2004d85b3c2f
Source dataset
uspto-grants-1976_10
Patent number
US03985777

Reaction notes

Loading…