p-Toluenesulfonyl isocyanate → HCID 21242068, compound

HRID 1761623Notes

Reaction equation

HRID 1761623 reaction equation
[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:8]2[CH2:11][C:10](=[O:12])[NH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]1([CH3:31])[CH:24]=[CH:23][C:22]([S:25]([N:28]=[C:29]=[O:30])(=[O:27])=[O:26])=[CH:21][CH:20]=1>C(Cl)Cl>[C:13]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]2[CH2:11][C:10](=[O:12])[N:9]2[C:29]([NH:28][S:25]([C:22]2[CH:23]=[CH:24][C:19]([CH3:31])=[CH:20][CH:21]=2)(=[O:27])=[O:26])=[O:30])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 77703p-Toluenesulfonyl isocyanateHCID 13016329HCID 13016329, compound

Product 1

HCID 21242068HCID 21242068, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 1 g of 1-(diphenylmethyl)-1,2-diazetidin-3-one (prepared according to Example 1A.) in 20 mL of methylene chloride, at ambient temperature and under a nitrogen atmosphere, there is added in one portion a solution of one equivalent of p-toluenesulfonylisocyanate in methylene chloride. The reaction mixture is stirred at ambient temperature for 24-72 hours. The solvent is removed under reduced pressure followed by trituration of the residue with ethyl ether to yield 970 mg (53%) of the title compound having a melting point of 115°-123° C.

Workup

  1. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-dd57fd4078d54dac80eef0f72c5fb4f0
Source dataset
uspto-grants-1989_05
Patent number
US04826971

Reaction notes

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