Benzhydrylamine → HCID 10782260, compound

HRID 249561Notes

Reaction equation

HRID 249561 reaction equation
[CH:1]([NH2:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15](=[O:21])=[N:16][S:17]([Cl:20])(=[O:19])=[O:18]>CCOCC>[C:2]1([CH:1]([NH:14][C:15]([NH:16][S:17]([Cl:20])(=[O:19])=[O:18])=[O:21])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7036BenzhydrylamineHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 10782260HCID 10782260, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of benzhydrylamine (4.0 g, 21.8 mmoles) in 50 mL Et2O was added dropwise to a solution of N-chlorosulfonyl isocyanate (1.90 mL, 21.8 mmoles) in 100 mL Et2O at 15° C. under an atmosphere of N2. Upon addition, the mixture turned cloudy but cleared up after one-half hour of stirring. The reaction mixture was concentrated in vacuo to give a pale yellow solid. Trituration with hexanes gave 6.64 g (94%) of the title compound, mp 80°-88° C.

Workup

  1. additionUpon addition
  2. waitcleared up after one-half hour
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customto give a pale yellow solid

Sources & evidence

ORD record
ord-dd5ed024094b4388bed2c5a5bf5c86c1
Source dataset
uspto-grants-1993_05
Patent number
US05214206

Reaction notes

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