Hydrochloric Acid → HCID 13852722, compound

HRID 619898Notes

Reaction equation

HRID 619898 reaction equation
[CH3:1][CH:2]([S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[S:13]([NH2:16])(=[O:15])=[O:14])(=[O:6])=[O:5])[CH3:3].[CH2:17]([N:21]=[C:22]=[O:23])[CH2:18][CH2:19][CH3:20].C(=O)([O-])[O-].[K+].[K+].Cl>CC(CC)=O>[CH2:17]([NH:21][C:22]([NH:16][S:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[S:4]([CH:2]([CH3:1])[CH3:3])(=[O:6])=[O:5])(=[O:14])=[O:15])=[O:23])[CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8110Butyl isocyanateHCID 11430Potassium CarbonateHCID 13852721HCID 13852721, compound

Product 1

HCID 13852722HCID 13852722, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 2-[(1-methylethyl)sulfonyl]benzenesulfonamide (29 g, 0.11 mol), n-butylisocyanate (14.7 g, 0.15 mol) and anhydrous potassium carbonate (16.6 g, 0.120 mol) in methylethyl ketone (325 ml) was refluxed with stirring for 3 hours. The reaction mixture was cooled to 0° and then poured into ice-water. The aqueous solution was acidified to pH 1 with concentrated hydrochloric acid. The resulting precipitate was filtered, washed with water and recrystallized from ethanol to give N-[butylaminocarbonyl]-2-[(1-methylethyl)sulfonyl]benzenesulfonamide, m.p. 164.5°-165.5°.

Workup

  1. temperaturewas refluxed
  2. temperatureThe reaction mixture was cooled to 0°
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-0320cc2e45b54ebda714157ba6bba4a1
Source dataset
uspto-grants-1989_04
Patent number
US04818277

Reaction notes

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