Sulfuric Acid → Benzylsulfamic acid

HRID 246829Notes

Reaction equation

HRID 246829 reaction equation
[CH2:1]([N:8]=C=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:11](=O)(=[O:14])([OH:13])[OH:12]>[N+](C)([O-])=O>[CH2:1]([NH:8][S:11](=[O:13])(=[O:12])[OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 76639Benzyl isocyanate

Product 1

HCID 12649342Benzylsulfamic acid

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

Benzylisocyanate (13.3 g) is added dropwise to a stirred mixture of nitromethane (160 ml) and 15% fuming sulfuric acid (5.4 ml) at about 10° C. The reaction mixture is refluxed for about one hour, cooled to RT and the solid filtered and washed with nitromethane. The solid is suspended in ether, filtered, dried and used as a crude solid in the next step.

Workup

  1. temperatureThe reaction mixture is refluxed for about one hour
  2. filtrationthe solid filtered
  3. washwashed with nitromethane
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-a2a22afeb7bc47b199b85f68f22f7a67
Source dataset
uspto-grants-1987_11
Patent number
US04704388

Reaction notes

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