Chlorosulfamic acid → HCID 66747382, compound

HRID 1467185Notes

Reaction equation

HRID 1467185 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH:11]([CH3:13])[CH3:12])[C:3]=1[C:4]#[N:5].[S:14](Cl)(=[O:17])(=[O:16])[NH2:15]>CC(N(C)C)=O.O>[S:14]([NH2:1])([NH2:15])(=[O:17])=[O:16].[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH:11]([CH3:13])[CH3:12])[C:3]=1[C:4]#[N:5]

Participants

5

Reactant 2

HCID 24499Chlorosulfamic acidHCID 66745948HCID 66745948, compound

Product 1

HCID 66747382HCID 66747382, compoundYield 191.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 31374DimethylacetamideSolvent

Procedure

To a solution of 2-amino-6-(isopropylamino)benzonitrile (Example 157b) (0.09 g, 0.54 mmol) in DMA (3 mL) was added sulfamoyl chloride (0.19 g, 1.62 mmol). The reaction mixture was stirred at room temperature under nitrogen for 2 hours, diluted with H2O (5 mL) and extracted with EtOAc. Solvents of the combined organic phases were evaporated and the residue was purified by preparative thin layer chromatography using a Hexane/EtOAc (3:2) solution as eluant, to give 2-amino-6-(isopropylamino)benzonitrile sulfamide (0.14 g). MS 255 (MH+).

Workup

  1. extractionextracted with EtOAc
  2. customSolvents of the combined organic phases were evaporated
  3. customthe residue was purified by preparative thin layer chromatography

Sources & evidence

ORD record
ord-10707c2c391c45ccb6d92ae2753a1c5c
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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