Sulfuric Acid → Benzylsulfamic acid

HRID 1982164Notes

Reaction equation

HRID 1982164 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 nitromethene. 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 nitromethene
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-c811b7d3305548a083ba6b5e2443a7a8
Source dataset
uspto-grants-1986_06
Patent number
US04595683

Reaction notes

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