Acetic Acid → HCID 21505982, compound

HRID 1287773Notes

Reaction equation

HRID 1287773 reaction equation
[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([S:22](=[O:25])(=[O:24])[NH2:23])[C:14]=1[S:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:9]([OH:11])=[O:10])[CH2:2][CH2:3][CH3:4].C(O)(=[O:28])C>OO>[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([S:22](=[O:24])(=[O:25])[NH2:23])[C:14]=1[S:15]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:28])[C:9]([OH:11])=[O:10])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 215061383-(Butylamino)-4-(phenylsulfanyl)-5-sulfamoylbenzoic acid

Product 1

HCID 21505982HCID 21505982, compound

Reagents, catalysts & solvents 1

HCID 784Hydrogen PeroxideSolvent

Procedure

To a suspension of 3-n-butylamino-4-phenylthio-5-sulphamyl-benzoic acid (0.5 g) in acetic acid (5 ml), perhydrol (2.5 ml of 30% hydrogen peroxide in water) was added while stirring. The reaction mixture was stirred for an additional 24 hours at 30° C, after which the 3-n-butylamino-4-phenylsulphinyl-5-sulphamyl-benzoic acid was collected by suction and washed with aqueous acetic acid. After recrystallization from aqueous ethanol, the compound was obtained with a melting point of 203°-204° C (decomp.).

Workup

  1. additionwas added
  2. stirringThe reaction mixture was stirred for an additional 24 hours at 30° C
  3. customafter which the 3-n-butylamino-4-phenylsulphinyl-5-sulphamyl-benzoic acid was collected by suction
  4. washwashed with aqueous acetic acid
  5. customAfter recrystallization from aqueous ethanol
  6. customthe compound was obtained with a melting point of 203°-204° C (decomp.)

Sources & evidence

ORD record
ord-0716252d4a7141328aa400fad18bbda1
Source dataset
uspto-grants-1976_10
Patent number
US03985777

Reaction notes

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