Chlorosulfamic acid → HCID 67401501, compound

HRID 471563Notes

Reaction equation

HRID 471563 reaction equation
[NH2:1][C:2]1[S:6][C:5]2[C:7]3[C:12]([CH2:13][CH2:14][C:4]=2[C:3]=1[C:15]#[N:16])=[CH:11][CH:10]=[CH:9][CH:8]=3.[S:17](Cl)(=[O:20])(=[O:19])[NH2:18]>CC(N(C)C)=O.O>[S:17]([NH:1][C:2]1[S:6][C:5]2[C:7]3[C:12]([CH2:13][CH2:14][C:4]=2[C:3]=1[C:15]#[N:16])=[CH:11][CH:10]=[CH:9][CH:8]=3)(=[O:20])(=[O:19])[NH2:18]

Participants

5

Reactant 2

HCID 24499Chlorosulfamic acidHCID 28183772-amino-4,5-dihydronaphtho[1,2-b]thiophene-3-carbonitrile

Product 1

HCID 67401501HCID 67401501, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 31374DimethylacetamideSolvent

Procedure

To a solution of 2-amino-4,5-dihydronaphtho[1,2-b]thiophene-3-carbonitrile (Example 93b) (250 mg, 1.11 mmol) in dimethylacetamide (5 mL) was added sulfamoyl chloride (385 mg, 3.33 mmol). The reaction mixture was stirred at room temperature under nitrogen for about 1 hr, then it was diluted with water and extracted with EtOAc, the organic layer was washed with brine, dried over Na2SO4, filtered and evaporated to give the crude product which was carried on for next step.

Workup

  1. extractionextracted with EtOAc
  2. washthe organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-942d10afcd7a4b21b9f4a6c7b4d1f99f
Source dataset
uspto-grants-2014_01
Patent number
US08633186B2

Reaction notes

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