Chlorosulfonyl isocyanate → HCID 11822190, compound

HRID 2256419Notes

Reaction equation

HRID 2256419 reaction equation
[CH2:1]([O:3][C:4]1[N:5]([CH3:10])[C:6](=[O:9])[NH:7][N:8]=1)[CH3:2].[Cl:11][S:12]([N:15]=[C:16]=[O:17])(=[O:14])=[O:13]>C(Cl)Cl>[Cl:11][S:12]([NH:15][C:16]([N:7]1[C:6](=[O:9])[N:5]([CH3:10])[C:4]([O:3][CH2:1][CH3:2])=[N:8]1)=[O:17])(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 70918Chlorosulfonyl isocyanateHCID 11367052HCID 11367052, compound

Product 1

HCID 11822190HCID 11822190, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

28.8 g (0.20 mol) of 5-ethoxy-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one are introduced into 250 ml of methylene chloride, and the mixture is cooled to -10° C. 28.3 g (0.20 mol) of chlorosulphonyl isocyanate are added to this mixture, and the reaction mixture is stirred for 30 minutes without cooling. The solvent is then carefully removed by distillation under water pump vacuum. 53 g (93% of theory) of 2-chlorosulphonylaminocarbonyl-5-ethoxy-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one are obtained as a crystalline residue of melting point 106° C.

Workup

  1. temperaturewithout cooling
  2. customThe solvent is then carefully removed by distillation under water

Sources & evidence

ORD record
ord-17faa914464f4233993f609a0bf7d8b9
Source dataset
uspto-grants-1997_08
Patent number
US05654438

Reaction notes

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