Methyl isothiocyanate → HCID 86630377, compound

HRID 910780Notes

Reaction equation

HRID 910780 reaction equation
[CH3:1][N:2]=[C:3]=[S:4].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH:15][CH:16]([C:20]([NH:22][NH2:23])=[O:21])[CH2:17][CH2:18][CH3:19])(=[O:14])=[O:13])=[CH:8][CH:7]=1>C(O)C>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([S:12]([NH:15][CH:16]([CH2:17][CH2:18][CH3:19])[C:20]([NH:22][NH:23][C:3](=[S:4])[NH:2][CH3:1])=[O:21])(=[O:14])=[O:13])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 67387760HCID 67387760, compound

Product 1

HCID 86630377HCID 86630377, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl isothiocyanate (683 mg) was added, at room temperature, to an ethanol (85 ml) solution of the 4-chloro-N-[1-(hydrazinocarbonyl)butyl]benzenesulfonamide (2.596 g) obtained in Example 1-(2). The mixture was stirred for 30 minutes, and then stirred for 2 hours under reflux conditions. The solvent was distilled off from the reaction mixture to obtain a solid. The solid was washed with chloroform (100 ml), and then dried to obtain 2-(2-{[(4-chlorophenyl)sulfonyl]amino}pentanoyl)-N-methylhydrazine carbothioamide (2.868 g).

Workup

  1. stirringstirred for 2 hours under reflux conditions
  2. distillationThe solvent was distilled off from the reaction mixture
  3. customto obtain a solid
  4. washThe solid was washed with chloroform (100 ml)
  5. customdried

Sources & evidence

ORD record
ord-ea26101db18d4b0ead0520cb9d773c76
Source dataset
uspto-grants-2011_09
Patent number
US08022225B2

Reaction notes

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